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1. Compound ID: 2388
Structure type: oligomer
; 583.5
Contained glycoepitopes: IEDB_130701,IEDB_134623,IEDB_136044,IEDB_136100,IEDB_136101,IEDB_137472,IEDB_137485,IEDB_141794,IEDB_144983,IEDB_152206,IEDB_190606,IEDB_433717,IEDB_983930,SB_165,SB_166,SB_187,SB_195,SB_44,SB_67,SB_7,SB_72,SB_88
The structure is contained in the following publication(s):
- Article ID: 825
Ilg T, Craik D, Currie G, Multhaup G, Bacic A "Stage-specific proteophosphoglycan from Leishmania mexicana antastigotes - Structural characterization of novel mono-, di-, and triphosphorylated phosphodiester-linked oligosaccharides" -
Journal of Biological Chemistry 273(22) (1998) 13509-13523
Intracellular amastigotes of the protozoan parasite Leishmania mexicana secrete a macromolecular proteo-phosphoglycan (aPPG) into the phagolysosome of their host cell, the mammalian macrophage. The structures of aPPG glycans were analyzed by a combination of high pH anion exchange high pressure liquid chromatography, gas chromatography-mass spectrometry, enzymatic digestions, electrospray-mass spectrometry as well as 1H and 31P NMR spectroscopy. Some glycans are identical to oligosaccharides known from Leishmania mexicana promastigote lipophosphoglycan and secreted acid phosphatase. However, the majority of the aPPG glycans represent amastigote stage-specific and novel structures. These include neutral glycans ( [Glc(bl-3)(n=1-2)]Gal(bl-4)Man, Gal(bl-3)Gal(bl-4)Man, Gal(bl-3)Glc(bl-3)Gal(bl-4)Man ), several monophosphorylated glycans containing the conserved phosphodisaccharide backbone (R-3-[PO4-6-Gal] (bl-4)Man) but carrying stage-specific modifications ( R = Gal(bl-,[Glc(bl-3)(n=1-2)Glc(bl- ), and monophosphorylated aPPG tri- and tetrasaccharides that are uniquely phosphorylated on the terminal hexose ( PO4-6-Glc(bl-3)Gal(bl-4)Man, PO4-6-Glc(bl-3)Glc(bl-3)Gal(bl-4)Man, PO4-6-Gal(bl-3)Glc(bl-3)Gal(b1-4)Man ). In addition aPPG contains highly unusual di- and triphosphorylated glycans whose major species are PO4-6-Glc(bl-3)Glc(bl-3)[PO4-6-Gal](bl-4)Man, PO4-6-Gal(bl-3)Glc(b1-3)[PO4-6-Gal](bl-4)Man, PO4-6-Gal(bl-3)Glc(bl-3)Glc(bl-3)[PO4-6-Gal](bl-4)Man, PO4-6-Glc(bl-3)[PO4-6-Glc](bl-3)[PO4-6-Gal](b1-4)Man, PO4-6-Gal(bl-3)[PO4-6-Glc](bl-3)Glc(bl-3)[PO4-6-Gal](bl-4)Man, and PO4-6-Glc(bl-3)[PO4-6-Glc](bl-3)Glc(bl-3)[PO4-6-Gal](bl-4)Man. These glycans are linked together by the conserved phosphodiester R-Man-(a1-PO4-6)-Gal-R or the novel phosphodiester R-Man-(a1-PO4-6)-Glc-R and are connected to Ser(P) of the protein backbone most likely via the linkage R-Man-(a1-PO4-Ser). The variety of stage-specific glycan structures in Leishmania mexicana aPPG suggests the presence of developmentally regulated amastigote glycosyl-transferases which may be potential anti-parasite drug targets.
oligosaccharide, structural, characterization, Oligosaccharides, leishmania
NCBI PubMed ID: 9593686Journal NLM ID: 2985121RPublisher: Baltimore, MD: American Society for Biochemistry and Molecular Biology
Correspondence: thomas.ilg@tuebingen.mpg.de
Institutions: Plant Cell Biology Research Centre, School of Botany, University of Melbourne, Victoria 3052, Australia, Walter and Eliza Hall Institute of Medical Research, P.O. Royal Melbourne Hospital, Victoria 3050, Australia, the Centre for Drug Design and Development, University of Queensland, Brisbane, Queensland 4072, Australia, Centre for Molecular Biology, Heidelberg, Germany
Methods: NMR-2D, GC-MS, ESI-MS, enzymatic digestion, HPAE-HPLC
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2. Compound ID: 2389
Structure type: oligomer
; 745.6
Contained glycoepitopes: IEDB_130701,IEDB_134623,IEDB_136044,IEDB_136100,IEDB_137472,IEDB_137485,IEDB_141794,IEDB_142488,IEDB_144983,IEDB_146664,IEDB_152206,IEDB_153543,IEDB_190606,IEDB_433717,IEDB_983930,IEDB_983931,SB_165,SB_166,SB_187,SB_192,SB_195,SB_44,SB_67,SB_7,SB_72,SB_88
The structure is contained in the following publication(s):
- Article ID: 825
Ilg T, Craik D, Currie G, Multhaup G, Bacic A "Stage-specific proteophosphoglycan from Leishmania mexicana antastigotes - Structural characterization of novel mono-, di-, and triphosphorylated phosphodiester-linked oligosaccharides" -
Journal of Biological Chemistry 273(22) (1998) 13509-13523
Intracellular amastigotes of the protozoan parasite Leishmania mexicana secrete a macromolecular proteo-phosphoglycan (aPPG) into the phagolysosome of their host cell, the mammalian macrophage. The structures of aPPG glycans were analyzed by a combination of high pH anion exchange high pressure liquid chromatography, gas chromatography-mass spectrometry, enzymatic digestions, electrospray-mass spectrometry as well as 1H and 31P NMR spectroscopy. Some glycans are identical to oligosaccharides known from Leishmania mexicana promastigote lipophosphoglycan and secreted acid phosphatase. However, the majority of the aPPG glycans represent amastigote stage-specific and novel structures. These include neutral glycans ( [Glc(bl-3)(n=1-2)]Gal(bl-4)Man, Gal(bl-3)Gal(bl-4)Man, Gal(bl-3)Glc(bl-3)Gal(bl-4)Man ), several monophosphorylated glycans containing the conserved phosphodisaccharide backbone (R-3-[PO4-6-Gal] (bl-4)Man) but carrying stage-specific modifications ( R = Gal(bl-,[Glc(bl-3)(n=1-2)Glc(bl- ), and monophosphorylated aPPG tri- and tetrasaccharides that are uniquely phosphorylated on the terminal hexose ( PO4-6-Glc(bl-3)Gal(bl-4)Man, PO4-6-Glc(bl-3)Glc(bl-3)Gal(bl-4)Man, PO4-6-Gal(bl-3)Glc(bl-3)Gal(b1-4)Man ). In addition aPPG contains highly unusual di- and triphosphorylated glycans whose major species are PO4-6-Glc(bl-3)Glc(bl-3)[PO4-6-Gal](bl-4)Man, PO4-6-Gal(bl-3)Glc(b1-3)[PO4-6-Gal](bl-4)Man, PO4-6-Gal(bl-3)Glc(bl-3)Glc(bl-3)[PO4-6-Gal](bl-4)Man, PO4-6-Glc(bl-3)[PO4-6-Glc](bl-3)[PO4-6-Gal](b1-4)Man, PO4-6-Gal(bl-3)[PO4-6-Glc](bl-3)Glc(bl-3)[PO4-6-Gal](bl-4)Man, and PO4-6-Glc(bl-3)[PO4-6-Glc](bl-3)Glc(bl-3)[PO4-6-Gal](bl-4)Man. These glycans are linked together by the conserved phosphodiester R-Man-(a1-PO4-6)-Gal-R or the novel phosphodiester R-Man-(a1-PO4-6)-Glc-R and are connected to Ser(P) of the protein backbone most likely via the linkage R-Man-(a1-PO4-Ser). The variety of stage-specific glycan structures in Leishmania mexicana aPPG suggests the presence of developmentally regulated amastigote glycosyl-transferases which may be potential anti-parasite drug targets.
oligosaccharide, structural, characterization, Oligosaccharides, leishmania
NCBI PubMed ID: 9593686Journal NLM ID: 2985121RPublisher: Baltimore, MD: American Society for Biochemistry and Molecular Biology
Correspondence: thomas.ilg@tuebingen.mpg.de
Institutions: Plant Cell Biology Research Centre, School of Botany, University of Melbourne, Victoria 3052, Australia, Walter and Eliza Hall Institute of Medical Research, P.O. Royal Melbourne Hospital, Victoria 3050, Australia, the Centre for Drug Design and Development, University of Queensland, Brisbane, Queensland 4072, Australia, Centre for Molecular Biology, Heidelberg, Germany
Methods: NMR-2D, GC-MS, ESI-MS, enzymatic digestion, HPAE-HPLC
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3. Compound ID: 2390
|
P-6)-+
|
b-D-Glcp-(1-3)-b-D-Glcp-(1-3)-b-D-Glcp-(1-3)-b-D-Galp-(1-4)-D-Man |
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Structure type: oligomer
; 907.6
Contained glycoepitopes: IEDB_130701,IEDB_134623,IEDB_136044,IEDB_136100,IEDB_137472,IEDB_137485,IEDB_141794,IEDB_142488,IEDB_144983,IEDB_146664,IEDB_152206,IEDB_153543,IEDB_158555,IEDB_190606,IEDB_433717,IEDB_983930,IEDB_983931,SB_165,SB_166,SB_187,SB_192,SB_195,SB_44,SB_67,SB_7,SB_72,SB_88
The structure is contained in the following publication(s):
- Article ID: 825
Ilg T, Craik D, Currie G, Multhaup G, Bacic A "Stage-specific proteophosphoglycan from Leishmania mexicana antastigotes - Structural characterization of novel mono-, di-, and triphosphorylated phosphodiester-linked oligosaccharides" -
Journal of Biological Chemistry 273(22) (1998) 13509-13523
Intracellular amastigotes of the protozoan parasite Leishmania mexicana secrete a macromolecular proteo-phosphoglycan (aPPG) into the phagolysosome of their host cell, the mammalian macrophage. The structures of aPPG glycans were analyzed by a combination of high pH anion exchange high pressure liquid chromatography, gas chromatography-mass spectrometry, enzymatic digestions, electrospray-mass spectrometry as well as 1H and 31P NMR spectroscopy. Some glycans are identical to oligosaccharides known from Leishmania mexicana promastigote lipophosphoglycan and secreted acid phosphatase. However, the majority of the aPPG glycans represent amastigote stage-specific and novel structures. These include neutral glycans ( [Glc(bl-3)(n=1-2)]Gal(bl-4)Man, Gal(bl-3)Gal(bl-4)Man, Gal(bl-3)Glc(bl-3)Gal(bl-4)Man ), several monophosphorylated glycans containing the conserved phosphodisaccharide backbone (R-3-[PO4-6-Gal] (bl-4)Man) but carrying stage-specific modifications ( R = Gal(bl-,[Glc(bl-3)(n=1-2)Glc(bl- ), and monophosphorylated aPPG tri- and tetrasaccharides that are uniquely phosphorylated on the terminal hexose ( PO4-6-Glc(bl-3)Gal(bl-4)Man, PO4-6-Glc(bl-3)Glc(bl-3)Gal(bl-4)Man, PO4-6-Gal(bl-3)Glc(bl-3)Gal(b1-4)Man ). In addition aPPG contains highly unusual di- and triphosphorylated glycans whose major species are PO4-6-Glc(bl-3)Glc(bl-3)[PO4-6-Gal](bl-4)Man, PO4-6-Gal(bl-3)Glc(b1-3)[PO4-6-Gal](bl-4)Man, PO4-6-Gal(bl-3)Glc(bl-3)Glc(bl-3)[PO4-6-Gal](bl-4)Man, PO4-6-Glc(bl-3)[PO4-6-Glc](bl-3)[PO4-6-Gal](b1-4)Man, PO4-6-Gal(bl-3)[PO4-6-Glc](bl-3)Glc(bl-3)[PO4-6-Gal](bl-4)Man, and PO4-6-Glc(bl-3)[PO4-6-Glc](bl-3)Glc(bl-3)[PO4-6-Gal](bl-4)Man. These glycans are linked together by the conserved phosphodiester R-Man-(a1-PO4-6)-Gal-R or the novel phosphodiester R-Man-(a1-PO4-6)-Glc-R and are connected to Ser(P) of the protein backbone most likely via the linkage R-Man-(a1-PO4-Ser). The variety of stage-specific glycan structures in Leishmania mexicana aPPG suggests the presence of developmentally regulated amastigote glycosyl-transferases which may be potential anti-parasite drug targets.
oligosaccharide, structural, characterization, Oligosaccharides, leishmania
NCBI PubMed ID: 9593686Journal NLM ID: 2985121RPublisher: Baltimore, MD: American Society for Biochemistry and Molecular Biology
Correspondence: thomas.ilg@tuebingen.mpg.de
Institutions: Plant Cell Biology Research Centre, School of Botany, University of Melbourne, Victoria 3052, Australia, Walter and Eliza Hall Institute of Medical Research, P.O. Royal Melbourne Hospital, Victoria 3050, Australia, the Centre for Drug Design and Development, University of Queensland, Brisbane, Queensland 4072, Australia, Centre for Molecular Biology, Heidelberg, Germany
Methods: NMR-2D, GC-MS, ESI-MS, enzymatic digestion, HPAE-HPLC
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4. Compound ID: 2394
|
P-6)-+
|
P-6)-b-D-Glcp-(1-3)-b-D-Glcp-(1-3)-b-D-Galp-(1-4)-D-Man |
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Structure type: oligomer
; 825.5
Contained glycoepitopes: IEDB_130701,IEDB_134623,IEDB_136044,IEDB_136100,IEDB_137472,IEDB_137485,IEDB_141794,IEDB_142488,IEDB_144983,IEDB_146664,IEDB_152206,IEDB_153543,IEDB_190606,IEDB_241118,IEDB_433717,IEDB_983930,IEDB_983931,SB_165,SB_166,SB_187,SB_192,SB_195,SB_44,SB_67,SB_7,SB_72,SB_88
The structure is contained in the following publication(s):
- Article ID: 825
Ilg T, Craik D, Currie G, Multhaup G, Bacic A "Stage-specific proteophosphoglycan from Leishmania mexicana antastigotes - Structural characterization of novel mono-, di-, and triphosphorylated phosphodiester-linked oligosaccharides" -
Journal of Biological Chemistry 273(22) (1998) 13509-13523
Intracellular amastigotes of the protozoan parasite Leishmania mexicana secrete a macromolecular proteo-phosphoglycan (aPPG) into the phagolysosome of their host cell, the mammalian macrophage. The structures of aPPG glycans were analyzed by a combination of high pH anion exchange high pressure liquid chromatography, gas chromatography-mass spectrometry, enzymatic digestions, electrospray-mass spectrometry as well as 1H and 31P NMR spectroscopy. Some glycans are identical to oligosaccharides known from Leishmania mexicana promastigote lipophosphoglycan and secreted acid phosphatase. However, the majority of the aPPG glycans represent amastigote stage-specific and novel structures. These include neutral glycans ( [Glc(bl-3)(n=1-2)]Gal(bl-4)Man, Gal(bl-3)Gal(bl-4)Man, Gal(bl-3)Glc(bl-3)Gal(bl-4)Man ), several monophosphorylated glycans containing the conserved phosphodisaccharide backbone (R-3-[PO4-6-Gal] (bl-4)Man) but carrying stage-specific modifications ( R = Gal(bl-,[Glc(bl-3)(n=1-2)Glc(bl- ), and monophosphorylated aPPG tri- and tetrasaccharides that are uniquely phosphorylated on the terminal hexose ( PO4-6-Glc(bl-3)Gal(bl-4)Man, PO4-6-Glc(bl-3)Glc(bl-3)Gal(bl-4)Man, PO4-6-Gal(bl-3)Glc(bl-3)Gal(b1-4)Man ). In addition aPPG contains highly unusual di- and triphosphorylated glycans whose major species are PO4-6-Glc(bl-3)Glc(bl-3)[PO4-6-Gal](bl-4)Man, PO4-6-Gal(bl-3)Glc(b1-3)[PO4-6-Gal](bl-4)Man, PO4-6-Gal(bl-3)Glc(bl-3)Glc(bl-3)[PO4-6-Gal](bl-4)Man, PO4-6-Glc(bl-3)[PO4-6-Glc](bl-3)[PO4-6-Gal](b1-4)Man, PO4-6-Gal(bl-3)[PO4-6-Glc](bl-3)Glc(bl-3)[PO4-6-Gal](bl-4)Man, and PO4-6-Glc(bl-3)[PO4-6-Glc](bl-3)Glc(bl-3)[PO4-6-Gal](bl-4)Man. These glycans are linked together by the conserved phosphodiester R-Man-(a1-PO4-6)-Gal-R or the novel phosphodiester R-Man-(a1-PO4-6)-Glc-R and are connected to Ser(P) of the protein backbone most likely via the linkage R-Man-(a1-PO4-Ser). The variety of stage-specific glycan structures in Leishmania mexicana aPPG suggests the presence of developmentally regulated amastigote glycosyl-transferases which may be potential anti-parasite drug targets.
oligosaccharide, structural, characterization, Oligosaccharides, leishmania
NCBI PubMed ID: 9593686Journal NLM ID: 2985121RPublisher: Baltimore, MD: American Society for Biochemistry and Molecular Biology
Correspondence: thomas.ilg@tuebingen.mpg.de
Institutions: Plant Cell Biology Research Centre, School of Botany, University of Melbourne, Victoria 3052, Australia, Walter and Eliza Hall Institute of Medical Research, P.O. Royal Melbourne Hospital, Victoria 3050, Australia, the Centre for Drug Design and Development, University of Queensland, Brisbane, Queensland 4072, Australia, Centre for Molecular Biology, Heidelberg, Germany
Methods: NMR-2D, GC-MS, ESI-MS, enzymatic digestion, HPAE-HPLC
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5. Compound ID: 2395
|
P-6)-+
|
P-6)-b-D-Galp-(1-3)-b-D-Glcp-(1-3)-b-D-Galp-(1-4)-D-Man |
Show graphically |
Structure type: oligomer
; 825.5
Contained glycoepitopes: IEDB_130701,IEDB_134623,IEDB_136044,IEDB_136100,IEDB_137472,IEDB_137485,IEDB_141794,IEDB_142488,IEDB_144983,IEDB_146664,IEDB_152206,IEDB_190606,IEDB_433717,IEDB_983930,IEDB_983931,SB_165,SB_166,SB_187,SB_192,SB_195,SB_44,SB_67,SB_7,SB_72,SB_88
The structure is contained in the following publication(s):
- Article ID: 825
Ilg T, Craik D, Currie G, Multhaup G, Bacic A "Stage-specific proteophosphoglycan from Leishmania mexicana antastigotes - Structural characterization of novel mono-, di-, and triphosphorylated phosphodiester-linked oligosaccharides" -
Journal of Biological Chemistry 273(22) (1998) 13509-13523
Intracellular amastigotes of the protozoan parasite Leishmania mexicana secrete a macromolecular proteo-phosphoglycan (aPPG) into the phagolysosome of their host cell, the mammalian macrophage. The structures of aPPG glycans were analyzed by a combination of high pH anion exchange high pressure liquid chromatography, gas chromatography-mass spectrometry, enzymatic digestions, electrospray-mass spectrometry as well as 1H and 31P NMR spectroscopy. Some glycans are identical to oligosaccharides known from Leishmania mexicana promastigote lipophosphoglycan and secreted acid phosphatase. However, the majority of the aPPG glycans represent amastigote stage-specific and novel structures. These include neutral glycans ( [Glc(bl-3)(n=1-2)]Gal(bl-4)Man, Gal(bl-3)Gal(bl-4)Man, Gal(bl-3)Glc(bl-3)Gal(bl-4)Man ), several monophosphorylated glycans containing the conserved phosphodisaccharide backbone (R-3-[PO4-6-Gal] (bl-4)Man) but carrying stage-specific modifications ( R = Gal(bl-,[Glc(bl-3)(n=1-2)Glc(bl- ), and monophosphorylated aPPG tri- and tetrasaccharides that are uniquely phosphorylated on the terminal hexose ( PO4-6-Glc(bl-3)Gal(bl-4)Man, PO4-6-Glc(bl-3)Glc(bl-3)Gal(bl-4)Man, PO4-6-Gal(bl-3)Glc(bl-3)Gal(b1-4)Man ). In addition aPPG contains highly unusual di- and triphosphorylated glycans whose major species are PO4-6-Glc(bl-3)Glc(bl-3)[PO4-6-Gal](bl-4)Man, PO4-6-Gal(bl-3)Glc(b1-3)[PO4-6-Gal](bl-4)Man, PO4-6-Gal(bl-3)Glc(bl-3)Glc(bl-3)[PO4-6-Gal](bl-4)Man, PO4-6-Glc(bl-3)[PO4-6-Glc](bl-3)[PO4-6-Gal](b1-4)Man, PO4-6-Gal(bl-3)[PO4-6-Glc](bl-3)Glc(bl-3)[PO4-6-Gal](bl-4)Man, and PO4-6-Glc(bl-3)[PO4-6-Glc](bl-3)Glc(bl-3)[PO4-6-Gal](bl-4)Man. These glycans are linked together by the conserved phosphodiester R-Man-(a1-PO4-6)-Gal-R or the novel phosphodiester R-Man-(a1-PO4-6)-Glc-R and are connected to Ser(P) of the protein backbone most likely via the linkage R-Man-(a1-PO4-Ser). The variety of stage-specific glycan structures in Leishmania mexicana aPPG suggests the presence of developmentally regulated amastigote glycosyl-transferases which may be potential anti-parasite drug targets.
oligosaccharide, structural, characterization, Oligosaccharides, leishmania
NCBI PubMed ID: 9593686Journal NLM ID: 2985121RPublisher: Baltimore, MD: American Society for Biochemistry and Molecular Biology
Correspondence: thomas.ilg@tuebingen.mpg.de
Institutions: Plant Cell Biology Research Centre, School of Botany, University of Melbourne, Victoria 3052, Australia, Walter and Eliza Hall Institute of Medical Research, P.O. Royal Melbourne Hospital, Victoria 3050, Australia, the Centre for Drug Design and Development, University of Queensland, Brisbane, Queensland 4072, Australia, Centre for Molecular Biology, Heidelberg, Germany
Methods: NMR-2D, GC-MS, ESI-MS, enzymatic digestion, HPAE-HPLC
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6. Compound ID: 2396
|
P-6)-+
|
P-6)-b-D-Galp-(1-3)-b-D-Glcp-(1-3)-b-D-Glcp-(1-3)-b-D-Galp-(1-4)-D-Man |
Show graphically |
Structure type: oligomer
; 987.8
Contained glycoepitopes: IEDB_130701,IEDB_134623,IEDB_136044,IEDB_136100,IEDB_137472,IEDB_137485,IEDB_141794,IEDB_142488,IEDB_144983,IEDB_146664,IEDB_152206,IEDB_153543,IEDB_190606,IEDB_433717,IEDB_983930,IEDB_983931,SB_165,SB_166,SB_187,SB_192,SB_195,SB_44,SB_67,SB_7,SB_72,SB_88
The structure is contained in the following publication(s):
- Article ID: 825
Ilg T, Craik D, Currie G, Multhaup G, Bacic A "Stage-specific proteophosphoglycan from Leishmania mexicana antastigotes - Structural characterization of novel mono-, di-, and triphosphorylated phosphodiester-linked oligosaccharides" -
Journal of Biological Chemistry 273(22) (1998) 13509-13523
Intracellular amastigotes of the protozoan parasite Leishmania mexicana secrete a macromolecular proteo-phosphoglycan (aPPG) into the phagolysosome of their host cell, the mammalian macrophage. The structures of aPPG glycans were analyzed by a combination of high pH anion exchange high pressure liquid chromatography, gas chromatography-mass spectrometry, enzymatic digestions, electrospray-mass spectrometry as well as 1H and 31P NMR spectroscopy. Some glycans are identical to oligosaccharides known from Leishmania mexicana promastigote lipophosphoglycan and secreted acid phosphatase. However, the majority of the aPPG glycans represent amastigote stage-specific and novel structures. These include neutral glycans ( [Glc(bl-3)(n=1-2)]Gal(bl-4)Man, Gal(bl-3)Gal(bl-4)Man, Gal(bl-3)Glc(bl-3)Gal(bl-4)Man ), several monophosphorylated glycans containing the conserved phosphodisaccharide backbone (R-3-[PO4-6-Gal] (bl-4)Man) but carrying stage-specific modifications ( R = Gal(bl-,[Glc(bl-3)(n=1-2)Glc(bl- ), and monophosphorylated aPPG tri- and tetrasaccharides that are uniquely phosphorylated on the terminal hexose ( PO4-6-Glc(bl-3)Gal(bl-4)Man, PO4-6-Glc(bl-3)Glc(bl-3)Gal(bl-4)Man, PO4-6-Gal(bl-3)Glc(bl-3)Gal(b1-4)Man ). In addition aPPG contains highly unusual di- and triphosphorylated glycans whose major species are PO4-6-Glc(bl-3)Glc(bl-3)[PO4-6-Gal](bl-4)Man, PO4-6-Gal(bl-3)Glc(b1-3)[PO4-6-Gal](bl-4)Man, PO4-6-Gal(bl-3)Glc(bl-3)Glc(bl-3)[PO4-6-Gal](bl-4)Man, PO4-6-Glc(bl-3)[PO4-6-Glc](bl-3)[PO4-6-Gal](b1-4)Man, PO4-6-Gal(bl-3)[PO4-6-Glc](bl-3)Glc(bl-3)[PO4-6-Gal](bl-4)Man, and PO4-6-Glc(bl-3)[PO4-6-Glc](bl-3)Glc(bl-3)[PO4-6-Gal](bl-4)Man. These glycans are linked together by the conserved phosphodiester R-Man-(a1-PO4-6)-Gal-R or the novel phosphodiester R-Man-(a1-PO4-6)-Glc-R and are connected to Ser(P) of the protein backbone most likely via the linkage R-Man-(a1-PO4-Ser). The variety of stage-specific glycan structures in Leishmania mexicana aPPG suggests the presence of developmentally regulated amastigote glycosyl-transferases which may be potential anti-parasite drug targets.
oligosaccharide, structural, characterization, Oligosaccharides, leishmania
NCBI PubMed ID: 9593686Journal NLM ID: 2985121RPublisher: Baltimore, MD: American Society for Biochemistry and Molecular Biology
Correspondence: thomas.ilg@tuebingen.mpg.de
Institutions: Plant Cell Biology Research Centre, School of Botany, University of Melbourne, Victoria 3052, Australia, Walter and Eliza Hall Institute of Medical Research, P.O. Royal Melbourne Hospital, Victoria 3050, Australia, the Centre for Drug Design and Development, University of Queensland, Brisbane, Queensland 4072, Australia, Centre for Molecular Biology, Heidelberg, Germany
Methods: NMR-2D, GC-MS, ESI-MS, enzymatic digestion, HPAE-HPLC
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7. Compound ID: 2397
|
P-6)-+ P-6)-+
| |
P-6)-b-D-Glcp-(1-3)-b-D-Glcp-(1-3)-b-D-Galp-(1-4)-D-Man |
Show graphically |
Structure type: oligomer
; 905.8
Contained glycoepitopes: IEDB_130701,IEDB_134623,IEDB_136044,IEDB_136100,IEDB_137472,IEDB_137485,IEDB_141794,IEDB_142488,IEDB_144983,IEDB_146664,IEDB_152206,IEDB_153543,IEDB_190606,IEDB_241118,IEDB_433717,IEDB_983930,IEDB_983931,SB_165,SB_166,SB_187,SB_192,SB_195,SB_44,SB_67,SB_7,SB_72,SB_88
The structure is contained in the following publication(s):
- Article ID: 825
Ilg T, Craik D, Currie G, Multhaup G, Bacic A "Stage-specific proteophosphoglycan from Leishmania mexicana antastigotes - Structural characterization of novel mono-, di-, and triphosphorylated phosphodiester-linked oligosaccharides" -
Journal of Biological Chemistry 273(22) (1998) 13509-13523
Intracellular amastigotes of the protozoan parasite Leishmania mexicana secrete a macromolecular proteo-phosphoglycan (aPPG) into the phagolysosome of their host cell, the mammalian macrophage. The structures of aPPG glycans were analyzed by a combination of high pH anion exchange high pressure liquid chromatography, gas chromatography-mass spectrometry, enzymatic digestions, electrospray-mass spectrometry as well as 1H and 31P NMR spectroscopy. Some glycans are identical to oligosaccharides known from Leishmania mexicana promastigote lipophosphoglycan and secreted acid phosphatase. However, the majority of the aPPG glycans represent amastigote stage-specific and novel structures. These include neutral glycans ( [Glc(bl-3)(n=1-2)]Gal(bl-4)Man, Gal(bl-3)Gal(bl-4)Man, Gal(bl-3)Glc(bl-3)Gal(bl-4)Man ), several monophosphorylated glycans containing the conserved phosphodisaccharide backbone (R-3-[PO4-6-Gal] (bl-4)Man) but carrying stage-specific modifications ( R = Gal(bl-,[Glc(bl-3)(n=1-2)Glc(bl- ), and monophosphorylated aPPG tri- and tetrasaccharides that are uniquely phosphorylated on the terminal hexose ( PO4-6-Glc(bl-3)Gal(bl-4)Man, PO4-6-Glc(bl-3)Glc(bl-3)Gal(bl-4)Man, PO4-6-Gal(bl-3)Glc(bl-3)Gal(b1-4)Man ). In addition aPPG contains highly unusual di- and triphosphorylated glycans whose major species are PO4-6-Glc(bl-3)Glc(bl-3)[PO4-6-Gal](bl-4)Man, PO4-6-Gal(bl-3)Glc(b1-3)[PO4-6-Gal](bl-4)Man, PO4-6-Gal(bl-3)Glc(bl-3)Glc(bl-3)[PO4-6-Gal](bl-4)Man, PO4-6-Glc(bl-3)[PO4-6-Glc](bl-3)[PO4-6-Gal](b1-4)Man, PO4-6-Gal(bl-3)[PO4-6-Glc](bl-3)Glc(bl-3)[PO4-6-Gal](bl-4)Man, and PO4-6-Glc(bl-3)[PO4-6-Glc](bl-3)Glc(bl-3)[PO4-6-Gal](bl-4)Man. These glycans are linked together by the conserved phosphodiester R-Man-(a1-PO4-6)-Gal-R or the novel phosphodiester R-Man-(a1-PO4-6)-Glc-R and are connected to Ser(P) of the protein backbone most likely via the linkage R-Man-(a1-PO4-Ser). The variety of stage-specific glycan structures in Leishmania mexicana aPPG suggests the presence of developmentally regulated amastigote glycosyl-transferases which may be potential anti-parasite drug targets.
oligosaccharide, structural, characterization, Oligosaccharides, leishmania
NCBI PubMed ID: 9593686Journal NLM ID: 2985121RPublisher: Baltimore, MD: American Society for Biochemistry and Molecular Biology
Correspondence: thomas.ilg@tuebingen.mpg.de
Institutions: Plant Cell Biology Research Centre, School of Botany, University of Melbourne, Victoria 3052, Australia, Walter and Eliza Hall Institute of Medical Research, P.O. Royal Melbourne Hospital, Victoria 3050, Australia, the Centre for Drug Design and Development, University of Queensland, Brisbane, Queensland 4072, Australia, Centre for Molecular Biology, Heidelberg, Germany
Methods: NMR-2D, GC-MS, ESI-MS, enzymatic digestion, HPAE-HPLC
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8. Compound ID: 2398
|
P-6)-+ P-6)-+
| |
P-6)-b-D-Galp-(1-3)-b-D-Glcp-(1-3)-b-D-Glcp-(1-3)-b-D-Galp-(1-4)-D-Man |
Show graphically |
Structure type: oligomer
; 1067.3
Contained glycoepitopes: IEDB_130701,IEDB_134623,IEDB_136044,IEDB_136100,IEDB_137472,IEDB_137485,IEDB_141794,IEDB_142488,IEDB_144983,IEDB_146664,IEDB_152206,IEDB_153543,IEDB_190606,IEDB_241118,IEDB_433717,IEDB_983930,IEDB_983931,SB_165,SB_166,SB_187,SB_192,SB_195,SB_44,SB_67,SB_7,SB_72,SB_88
The structure is contained in the following publication(s):
- Article ID: 825
Ilg T, Craik D, Currie G, Multhaup G, Bacic A "Stage-specific proteophosphoglycan from Leishmania mexicana antastigotes - Structural characterization of novel mono-, di-, and triphosphorylated phosphodiester-linked oligosaccharides" -
Journal of Biological Chemistry 273(22) (1998) 13509-13523
Intracellular amastigotes of the protozoan parasite Leishmania mexicana secrete a macromolecular proteo-phosphoglycan (aPPG) into the phagolysosome of their host cell, the mammalian macrophage. The structures of aPPG glycans were analyzed by a combination of high pH anion exchange high pressure liquid chromatography, gas chromatography-mass spectrometry, enzymatic digestions, electrospray-mass spectrometry as well as 1H and 31P NMR spectroscopy. Some glycans are identical to oligosaccharides known from Leishmania mexicana promastigote lipophosphoglycan and secreted acid phosphatase. However, the majority of the aPPG glycans represent amastigote stage-specific and novel structures. These include neutral glycans ( [Glc(bl-3)(n=1-2)]Gal(bl-4)Man, Gal(bl-3)Gal(bl-4)Man, Gal(bl-3)Glc(bl-3)Gal(bl-4)Man ), several monophosphorylated glycans containing the conserved phosphodisaccharide backbone (R-3-[PO4-6-Gal] (bl-4)Man) but carrying stage-specific modifications ( R = Gal(bl-,[Glc(bl-3)(n=1-2)Glc(bl- ), and monophosphorylated aPPG tri- and tetrasaccharides that are uniquely phosphorylated on the terminal hexose ( PO4-6-Glc(bl-3)Gal(bl-4)Man, PO4-6-Glc(bl-3)Glc(bl-3)Gal(bl-4)Man, PO4-6-Gal(bl-3)Glc(bl-3)Gal(b1-4)Man ). In addition aPPG contains highly unusual di- and triphosphorylated glycans whose major species are PO4-6-Glc(bl-3)Glc(bl-3)[PO4-6-Gal](bl-4)Man, PO4-6-Gal(bl-3)Glc(b1-3)[PO4-6-Gal](bl-4)Man, PO4-6-Gal(bl-3)Glc(bl-3)Glc(bl-3)[PO4-6-Gal](bl-4)Man, PO4-6-Glc(bl-3)[PO4-6-Glc](bl-3)[PO4-6-Gal](b1-4)Man, PO4-6-Gal(bl-3)[PO4-6-Glc](bl-3)Glc(bl-3)[PO4-6-Gal](bl-4)Man, and PO4-6-Glc(bl-3)[PO4-6-Glc](bl-3)Glc(bl-3)[PO4-6-Gal](bl-4)Man. These glycans are linked together by the conserved phosphodiester R-Man-(a1-PO4-6)-Gal-R or the novel phosphodiester R-Man-(a1-PO4-6)-Glc-R and are connected to Ser(P) of the protein backbone most likely via the linkage R-Man-(a1-PO4-Ser). The variety of stage-specific glycan structures in Leishmania mexicana aPPG suggests the presence of developmentally regulated amastigote glycosyl-transferases which may be potential anti-parasite drug targets.
oligosaccharide, structural, characterization, Oligosaccharides, leishmania
NCBI PubMed ID: 9593686Journal NLM ID: 2985121RPublisher: Baltimore, MD: American Society for Biochemistry and Molecular Biology
Correspondence: thomas.ilg@tuebingen.mpg.de
Institutions: Plant Cell Biology Research Centre, School of Botany, University of Melbourne, Victoria 3052, Australia, Walter and Eliza Hall Institute of Medical Research, P.O. Royal Melbourne Hospital, Victoria 3050, Australia, the Centre for Drug Design and Development, University of Queensland, Brisbane, Queensland 4072, Australia, Centre for Molecular Biology, Heidelberg, Germany
Methods: NMR-2D, GC-MS, ESI-MS, enzymatic digestion, HPAE-HPLC
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9. Compound ID: 2399
|
P-6)-+ P-6)-+
| |
P-6)-b-D-Glcp-(1-3)-b-D-Glcp-(1-3)-b-D-Glcp-(1-3)-b-D-Galp-(1-4)-D-Man |
Show graphically |
Structure type: oligomer
; 1067.3
Contained glycoepitopes: IEDB_130701,IEDB_134623,IEDB_136044,IEDB_136100,IEDB_137472,IEDB_137485,IEDB_141794,IEDB_142488,IEDB_144983,IEDB_146664,IEDB_152206,IEDB_153543,IEDB_158555,IEDB_190606,IEDB_241118,IEDB_433717,IEDB_983930,IEDB_983931,SB_165,SB_166,SB_187,SB_192,SB_195,SB_44,SB_67,SB_7,SB_72,SB_88
The structure is contained in the following publication(s):
- Article ID: 825
Ilg T, Craik D, Currie G, Multhaup G, Bacic A "Stage-specific proteophosphoglycan from Leishmania mexicana antastigotes - Structural characterization of novel mono-, di-, and triphosphorylated phosphodiester-linked oligosaccharides" -
Journal of Biological Chemistry 273(22) (1998) 13509-13523
Intracellular amastigotes of the protozoan parasite Leishmania mexicana secrete a macromolecular proteo-phosphoglycan (aPPG) into the phagolysosome of their host cell, the mammalian macrophage. The structures of aPPG glycans were analyzed by a combination of high pH anion exchange high pressure liquid chromatography, gas chromatography-mass spectrometry, enzymatic digestions, electrospray-mass spectrometry as well as 1H and 31P NMR spectroscopy. Some glycans are identical to oligosaccharides known from Leishmania mexicana promastigote lipophosphoglycan and secreted acid phosphatase. However, the majority of the aPPG glycans represent amastigote stage-specific and novel structures. These include neutral glycans ( [Glc(bl-3)(n=1-2)]Gal(bl-4)Man, Gal(bl-3)Gal(bl-4)Man, Gal(bl-3)Glc(bl-3)Gal(bl-4)Man ), several monophosphorylated glycans containing the conserved phosphodisaccharide backbone (R-3-[PO4-6-Gal] (bl-4)Man) but carrying stage-specific modifications ( R = Gal(bl-,[Glc(bl-3)(n=1-2)Glc(bl- ), and monophosphorylated aPPG tri- and tetrasaccharides that are uniquely phosphorylated on the terminal hexose ( PO4-6-Glc(bl-3)Gal(bl-4)Man, PO4-6-Glc(bl-3)Glc(bl-3)Gal(bl-4)Man, PO4-6-Gal(bl-3)Glc(bl-3)Gal(b1-4)Man ). In addition aPPG contains highly unusual di- and triphosphorylated glycans whose major species are PO4-6-Glc(bl-3)Glc(bl-3)[PO4-6-Gal](bl-4)Man, PO4-6-Gal(bl-3)Glc(b1-3)[PO4-6-Gal](bl-4)Man, PO4-6-Gal(bl-3)Glc(bl-3)Glc(bl-3)[PO4-6-Gal](bl-4)Man, PO4-6-Glc(bl-3)[PO4-6-Glc](bl-3)[PO4-6-Gal](b1-4)Man, PO4-6-Gal(bl-3)[PO4-6-Glc](bl-3)Glc(bl-3)[PO4-6-Gal](bl-4)Man, and PO4-6-Glc(bl-3)[PO4-6-Glc](bl-3)Glc(bl-3)[PO4-6-Gal](bl-4)Man. These glycans are linked together by the conserved phosphodiester R-Man-(a1-PO4-6)-Gal-R or the novel phosphodiester R-Man-(a1-PO4-6)-Glc-R and are connected to Ser(P) of the protein backbone most likely via the linkage R-Man-(a1-PO4-Ser). The variety of stage-specific glycan structures in Leishmania mexicana aPPG suggests the presence of developmentally regulated amastigote glycosyl-transferases which may be potential anti-parasite drug targets.
oligosaccharide, structural, characterization, Oligosaccharides, leishmania
NCBI PubMed ID: 9593686Journal NLM ID: 2985121RPublisher: Baltimore, MD: American Society for Biochemistry and Molecular Biology
Correspondence: thomas.ilg@tuebingen.mpg.de
Institutions: Plant Cell Biology Research Centre, School of Botany, University of Melbourne, Victoria 3052, Australia, Walter and Eliza Hall Institute of Medical Research, P.O. Royal Melbourne Hospital, Victoria 3050, Australia, the Centre for Drug Design and Development, University of Queensland, Brisbane, Queensland 4072, Australia, Centre for Molecular Biology, Heidelberg, Germany
Methods: NMR-2D, GC-MS, ESI-MS, enzymatic digestion, HPAE-HPLC
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10. Compound ID: 2439
Structure type: oligomer
; 421.7
Contained glycoepitopes: IEDB_130701,IEDB_134623,IEDB_136044,IEDB_136100,IEDB_137472,IEDB_137485,IEDB_141794,IEDB_144983,IEDB_152206,IEDB_190606,IEDB_433717,IEDB_983930,SB_165,SB_166,SB_187,SB_195,SB_44,SB_67,SB_7,SB_72,SB_88
The structure is contained in the following publication(s):
- Article ID: 825
Ilg T, Craik D, Currie G, Multhaup G, Bacic A "Stage-specific proteophosphoglycan from Leishmania mexicana antastigotes - Structural characterization of novel mono-, di-, and triphosphorylated phosphodiester-linked oligosaccharides" -
Journal of Biological Chemistry 273(22) (1998) 13509-13523
Intracellular amastigotes of the protozoan parasite Leishmania mexicana secrete a macromolecular proteo-phosphoglycan (aPPG) into the phagolysosome of their host cell, the mammalian macrophage. The structures of aPPG glycans were analyzed by a combination of high pH anion exchange high pressure liquid chromatography, gas chromatography-mass spectrometry, enzymatic digestions, electrospray-mass spectrometry as well as 1H and 31P NMR spectroscopy. Some glycans are identical to oligosaccharides known from Leishmania mexicana promastigote lipophosphoglycan and secreted acid phosphatase. However, the majority of the aPPG glycans represent amastigote stage-specific and novel structures. These include neutral glycans ( [Glc(bl-3)(n=1-2)]Gal(bl-4)Man, Gal(bl-3)Gal(bl-4)Man, Gal(bl-3)Glc(bl-3)Gal(bl-4)Man ), several monophosphorylated glycans containing the conserved phosphodisaccharide backbone (R-3-[PO4-6-Gal] (bl-4)Man) but carrying stage-specific modifications ( R = Gal(bl-,[Glc(bl-3)(n=1-2)Glc(bl- ), and monophosphorylated aPPG tri- and tetrasaccharides that are uniquely phosphorylated on the terminal hexose ( PO4-6-Glc(bl-3)Gal(bl-4)Man, PO4-6-Glc(bl-3)Glc(bl-3)Gal(bl-4)Man, PO4-6-Gal(bl-3)Glc(bl-3)Gal(b1-4)Man ). In addition aPPG contains highly unusual di- and triphosphorylated glycans whose major species are PO4-6-Glc(bl-3)Glc(bl-3)[PO4-6-Gal](bl-4)Man, PO4-6-Gal(bl-3)Glc(b1-3)[PO4-6-Gal](bl-4)Man, PO4-6-Gal(bl-3)Glc(bl-3)Glc(bl-3)[PO4-6-Gal](bl-4)Man, PO4-6-Glc(bl-3)[PO4-6-Glc](bl-3)[PO4-6-Gal](b1-4)Man, PO4-6-Gal(bl-3)[PO4-6-Glc](bl-3)Glc(bl-3)[PO4-6-Gal](bl-4)Man, and PO4-6-Glc(bl-3)[PO4-6-Glc](bl-3)Glc(bl-3)[PO4-6-Gal](bl-4)Man. These glycans are linked together by the conserved phosphodiester R-Man-(a1-PO4-6)-Gal-R or the novel phosphodiester R-Man-(a1-PO4-6)-Glc-R and are connected to Ser(P) of the protein backbone most likely via the linkage R-Man-(a1-PO4-Ser). The variety of stage-specific glycan structures in Leishmania mexicana aPPG suggests the presence of developmentally regulated amastigote glycosyl-transferases which may be potential anti-parasite drug targets.
oligosaccharide, structural, characterization, Oligosaccharides, leishmania
NCBI PubMed ID: 9593686Journal NLM ID: 2985121RPublisher: Baltimore, MD: American Society for Biochemistry and Molecular Biology
Correspondence: thomas.ilg@tuebingen.mpg.de
Institutions: Plant Cell Biology Research Centre, School of Botany, University of Melbourne, Victoria 3052, Australia, Walter and Eliza Hall Institute of Medical Research, P.O. Royal Melbourne Hospital, Victoria 3050, Australia, the Centre for Drug Design and Development, University of Queensland, Brisbane, Queensland 4072, Australia, Centre for Molecular Biology, Heidelberg, Germany
Methods: NMR-2D, GC-MS, ESI-MS, enzymatic digestion, HPAE-HPLC
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11. Compound ID: 2440
Structure type: oligomer
; 583.5
Contained glycoepitopes: IEDB_130701,IEDB_134623,IEDB_136044,IEDB_136100,IEDB_137472,IEDB_137485,IEDB_141794,IEDB_142488,IEDB_144983,IEDB_146664,IEDB_152206,IEDB_190606,IEDB_433717,IEDB_983930,IEDB_983931,SB_165,SB_166,SB_187,SB_192,SB_195,SB_44,SB_67,SB_7,SB_72,SB_88
The structure is contained in the following publication(s):
- Article ID: 825
Ilg T, Craik D, Currie G, Multhaup G, Bacic A "Stage-specific proteophosphoglycan from Leishmania mexicana antastigotes - Structural characterization of novel mono-, di-, and triphosphorylated phosphodiester-linked oligosaccharides" -
Journal of Biological Chemistry 273(22) (1998) 13509-13523
Intracellular amastigotes of the protozoan parasite Leishmania mexicana secrete a macromolecular proteo-phosphoglycan (aPPG) into the phagolysosome of their host cell, the mammalian macrophage. The structures of aPPG glycans were analyzed by a combination of high pH anion exchange high pressure liquid chromatography, gas chromatography-mass spectrometry, enzymatic digestions, electrospray-mass spectrometry as well as 1H and 31P NMR spectroscopy. Some glycans are identical to oligosaccharides known from Leishmania mexicana promastigote lipophosphoglycan and secreted acid phosphatase. However, the majority of the aPPG glycans represent amastigote stage-specific and novel structures. These include neutral glycans ( [Glc(bl-3)(n=1-2)]Gal(bl-4)Man, Gal(bl-3)Gal(bl-4)Man, Gal(bl-3)Glc(bl-3)Gal(bl-4)Man ), several monophosphorylated glycans containing the conserved phosphodisaccharide backbone (R-3-[PO4-6-Gal] (bl-4)Man) but carrying stage-specific modifications ( R = Gal(bl-,[Glc(bl-3)(n=1-2)Glc(bl- ), and monophosphorylated aPPG tri- and tetrasaccharides that are uniquely phosphorylated on the terminal hexose ( PO4-6-Glc(bl-3)Gal(bl-4)Man, PO4-6-Glc(bl-3)Glc(bl-3)Gal(bl-4)Man, PO4-6-Gal(bl-3)Glc(bl-3)Gal(b1-4)Man ). In addition aPPG contains highly unusual di- and triphosphorylated glycans whose major species are PO4-6-Glc(bl-3)Glc(bl-3)[PO4-6-Gal](bl-4)Man, PO4-6-Gal(bl-3)Glc(b1-3)[PO4-6-Gal](bl-4)Man, PO4-6-Gal(bl-3)Glc(bl-3)Glc(bl-3)[PO4-6-Gal](bl-4)Man, PO4-6-Glc(bl-3)[PO4-6-Glc](bl-3)[PO4-6-Gal](b1-4)Man, PO4-6-Gal(bl-3)[PO4-6-Glc](bl-3)Glc(bl-3)[PO4-6-Gal](bl-4)Man, and PO4-6-Glc(bl-3)[PO4-6-Glc](bl-3)Glc(bl-3)[PO4-6-Gal](bl-4)Man. These glycans are linked together by the conserved phosphodiester R-Man-(a1-PO4-6)-Gal-R or the novel phosphodiester R-Man-(a1-PO4-6)-Glc-R and are connected to Ser(P) of the protein backbone most likely via the linkage R-Man-(a1-PO4-Ser). The variety of stage-specific glycan structures in Leishmania mexicana aPPG suggests the presence of developmentally regulated amastigote glycosyl-transferases which may be potential anti-parasite drug targets.
oligosaccharide, structural, characterization, Oligosaccharides, leishmania
NCBI PubMed ID: 9593686Journal NLM ID: 2985121RPublisher: Baltimore, MD: American Society for Biochemistry and Molecular Biology
Correspondence: thomas.ilg@tuebingen.mpg.de
Institutions: Plant Cell Biology Research Centre, School of Botany, University of Melbourne, Victoria 3052, Australia, Walter and Eliza Hall Institute of Medical Research, P.O. Royal Melbourne Hospital, Victoria 3050, Australia, the Centre for Drug Design and Development, University of Queensland, Brisbane, Queensland 4072, Australia, Centre for Molecular Biology, Heidelberg, Germany
Methods: NMR-2D, GC-MS, ESI-MS, enzymatic digestion, HPAE-HPLC
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12. Compound ID: 2441
|
P-6)-+
|
P-6)-b-D-Glcp-(1-3)-b-D-Glcp-(1-3)-b-D-Glcp-(1-3)-b-D-Galp-(1-4)-D-Man |
Show graphically |
Structure type: oligomer
; 987.8
Contained glycoepitopes: IEDB_130701,IEDB_134623,IEDB_136044,IEDB_136100,IEDB_137472,IEDB_137485,IEDB_141794,IEDB_142488,IEDB_144983,IEDB_146664,IEDB_152206,IEDB_153543,IEDB_158555,IEDB_190606,IEDB_241118,IEDB_433717,IEDB_983930,IEDB_983931,SB_165,SB_166,SB_187,SB_192,SB_195,SB_44,SB_67,SB_7,SB_72,SB_88
The structure is contained in the following publication(s):
- Article ID: 825
Ilg T, Craik D, Currie G, Multhaup G, Bacic A "Stage-specific proteophosphoglycan from Leishmania mexicana antastigotes - Structural characterization of novel mono-, di-, and triphosphorylated phosphodiester-linked oligosaccharides" -
Journal of Biological Chemistry 273(22) (1998) 13509-13523
Intracellular amastigotes of the protozoan parasite Leishmania mexicana secrete a macromolecular proteo-phosphoglycan (aPPG) into the phagolysosome of their host cell, the mammalian macrophage. The structures of aPPG glycans were analyzed by a combination of high pH anion exchange high pressure liquid chromatography, gas chromatography-mass spectrometry, enzymatic digestions, electrospray-mass spectrometry as well as 1H and 31P NMR spectroscopy. Some glycans are identical to oligosaccharides known from Leishmania mexicana promastigote lipophosphoglycan and secreted acid phosphatase. However, the majority of the aPPG glycans represent amastigote stage-specific and novel structures. These include neutral glycans ( [Glc(bl-3)(n=1-2)]Gal(bl-4)Man, Gal(bl-3)Gal(bl-4)Man, Gal(bl-3)Glc(bl-3)Gal(bl-4)Man ), several monophosphorylated glycans containing the conserved phosphodisaccharide backbone (R-3-[PO4-6-Gal] (bl-4)Man) but carrying stage-specific modifications ( R = Gal(bl-,[Glc(bl-3)(n=1-2)Glc(bl- ), and monophosphorylated aPPG tri- and tetrasaccharides that are uniquely phosphorylated on the terminal hexose ( PO4-6-Glc(bl-3)Gal(bl-4)Man, PO4-6-Glc(bl-3)Glc(bl-3)Gal(bl-4)Man, PO4-6-Gal(bl-3)Glc(bl-3)Gal(b1-4)Man ). In addition aPPG contains highly unusual di- and triphosphorylated glycans whose major species are PO4-6-Glc(bl-3)Glc(bl-3)[PO4-6-Gal](bl-4)Man, PO4-6-Gal(bl-3)Glc(b1-3)[PO4-6-Gal](bl-4)Man, PO4-6-Gal(bl-3)Glc(bl-3)Glc(bl-3)[PO4-6-Gal](bl-4)Man, PO4-6-Glc(bl-3)[PO4-6-Glc](bl-3)[PO4-6-Gal](b1-4)Man, PO4-6-Gal(bl-3)[PO4-6-Glc](bl-3)Glc(bl-3)[PO4-6-Gal](bl-4)Man, and PO4-6-Glc(bl-3)[PO4-6-Glc](bl-3)Glc(bl-3)[PO4-6-Gal](bl-4)Man. These glycans are linked together by the conserved phosphodiester R-Man-(a1-PO4-6)-Gal-R or the novel phosphodiester R-Man-(a1-PO4-6)-Glc-R and are connected to Ser(P) of the protein backbone most likely via the linkage R-Man-(a1-PO4-Ser). The variety of stage-specific glycan structures in Leishmania mexicana aPPG suggests the presence of developmentally regulated amastigote glycosyl-transferases which may be potential anti-parasite drug targets.
oligosaccharide, structural, characterization, Oligosaccharides, leishmania
NCBI PubMed ID: 9593686Journal NLM ID: 2985121RPublisher: Baltimore, MD: American Society for Biochemistry and Molecular Biology
Correspondence: thomas.ilg@tuebingen.mpg.de
Institutions: Plant Cell Biology Research Centre, School of Botany, University of Melbourne, Victoria 3052, Australia, Walter and Eliza Hall Institute of Medical Research, P.O. Royal Melbourne Hospital, Victoria 3050, Australia, the Centre for Drug Design and Development, University of Queensland, Brisbane, Queensland 4072, Australia, Centre for Molecular Biology, Heidelberg, Germany
Methods: NMR-2D, GC-MS, ESI-MS, enzymatic digestion, HPAE-HPLC
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13. Compound ID: 4087
|
b-D-Galp-(1-4)-a-D-Manp-(1--P--6)--b-D-Galp-(1-4)-a-D-Manp-(1--P--1)--Dce-(?--/(CH2)8CH=CH2/
Dce = dec-9-enoic acid |
Show graphically |
Structure type: oligomer
Aglycon: (CH2)8CH=CH2
Compound class: lipophosphoglycan
Contained glycoepitopes: IEDB_130701,IEDB_134623,IEDB_136044,IEDB_136100,IEDB_137472,IEDB_141794,IEDB_144983,IEDB_144996,IEDB_152206,IEDB_190606,IEDB_433717,IEDB_983930,SB_165,SB_166,SB_187,SB_195,SB_44,SB_67,SB_7,SB_72,SB_88
The structure is contained in the following publication(s):
- Article ID: 1517
Higson AP, Ross AJ, Tsvetkov YE, Routier FH, Sizova OV, Ferguson MAJ, Nikolaev AV "Synthetic Fragments of Antigenic Lipophosphoglycans from Leishmania major and Leishmania mexicana and Their Use for Characterisation of the Leishmania Elongating a-D-Mannopyranosylphosphate Transferase" -
Chemistry 11(7) (2005) 2019-2030
The phosphorylated branched heptasaccharides 7 and 8, the octasaccharide 9 and the phosphorylated trisaccharides 5 and 6, which are fragments of the phosphoglycan portion of the surface lipophosphoglycans from Leishmania mexicana (5) or L. major (6-9), were synthesised by using the glycosyl hydrogenphosphonate method for the preparation of phosphodiester bridges. The compounds were tested as acceptor substrates/putative inhibitors for the Leishmania elongating α-D-mannosylphosphate transferase.
transferase, fragment, antigenic, Synthetic, characterisation, use, leishmania, P, Leishmania mexicana
NCBI PubMed ID: 15685582Publisher: Vch Verlagsgesellschaft
Correspondence: a.v.nikolaev@dundee.ac.uk
Institutions: Faculty of Life Sciences Division of Biological Chemistry and Molecular Microbiology University of Dundee (Carnelley Building), Dundee DD1 4HN UK, N.D. Zelinsky Institute of Organic Chemistry Russian Academy of Sciences, Moscow (Russia), Faculty of Life Sciences Division of Biological Chemistry and Molecular Microbiology University of Dundee (Wellcome Trust Building), Dundee DD1 5EH
Methods: chemical synthesis
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14. Compound ID: 4088
|
b-D-Galp-(1-4)-a-D-Manp-(1--P--6)--b-D-Galp-(1-4)-a-D-Manp-(1--P--6)--b-D-Galp-(1-4)-a-D-Manp-(1--P--1)--Dce-(?--/(CH2)8CH=CH2/
Dce = dec-9-enoic acid |
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Structure type: oligomer
Aglycon: (CH2)8CH=CH2
Compound class: lipophosphoglycan
Contained glycoepitopes: IEDB_130701,IEDB_134623,IEDB_136044,IEDB_136100,IEDB_137472,IEDB_141794,IEDB_144983,IEDB_144996,IEDB_152206,IEDB_190606,IEDB_433717,IEDB_983930,SB_165,SB_166,SB_187,SB_195,SB_44,SB_67,SB_7,SB_72,SB_88
The structure is contained in the following publication(s):
- Article ID: 1517
Higson AP, Ross AJ, Tsvetkov YE, Routier FH, Sizova OV, Ferguson MAJ, Nikolaev AV "Synthetic Fragments of Antigenic Lipophosphoglycans from Leishmania major and Leishmania mexicana and Their Use for Characterisation of the Leishmania Elongating a-D-Mannopyranosylphosphate Transferase" -
Chemistry 11(7) (2005) 2019-2030
The phosphorylated branched heptasaccharides 7 and 8, the octasaccharide 9 and the phosphorylated trisaccharides 5 and 6, which are fragments of the phosphoglycan portion of the surface lipophosphoglycans from Leishmania mexicana (5) or L. major (6-9), were synthesised by using the glycosyl hydrogenphosphonate method for the preparation of phosphodiester bridges. The compounds were tested as acceptor substrates/putative inhibitors for the Leishmania elongating α-D-mannosylphosphate transferase.
transferase, fragment, antigenic, Synthetic, characterisation, use, leishmania, P, Leishmania mexicana
NCBI PubMed ID: 15685582Publisher: Vch Verlagsgesellschaft
Correspondence: a.v.nikolaev@dundee.ac.uk
Institutions: Faculty of Life Sciences Division of Biological Chemistry and Molecular Microbiology University of Dundee (Carnelley Building), Dundee DD1 4HN UK, N.D. Zelinsky Institute of Organic Chemistry Russian Academy of Sciences, Moscow (Russia), Faculty of Life Sciences Division of Biological Chemistry and Molecular Microbiology University of Dundee (Wellcome Trust Building), Dundee DD1 5EH
Methods: chemical synthesis
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15. Compound ID: 4089
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b-D-Glcp-(1-3)-+
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b-D-Galp-(1-4)-a-D-Manp-(1--P--6)--b-D-Galp-(1-4)-a-D-Manp-(1--P--6)--b-D-Galp-(1-4)-a-D-Manp-(1--P--1)--Dce-(?--/(CH2)8CH=CH2/
Dce = dec-9-enoic acid |
Show graphically |
Structure type: oligomer
Aglycon: (CH2)8CH=CH2
Compound class: lipophosphoglycan
Contained glycoepitopes: IEDB_130701,IEDB_134623,IEDB_136044,IEDB_136100,IEDB_137472,IEDB_141794,IEDB_142488,IEDB_144983,IEDB_144996,IEDB_146664,IEDB_152206,IEDB_190606,IEDB_433717,IEDB_983930,IEDB_983931,SB_165,SB_166,SB_187,SB_192,SB_195,SB_44,SB_67,SB_7,SB_72,SB_88
The structure is contained in the following publication(s):
- Article ID: 1517
Higson AP, Ross AJ, Tsvetkov YE, Routier FH, Sizova OV, Ferguson MAJ, Nikolaev AV "Synthetic Fragments of Antigenic Lipophosphoglycans from Leishmania major and Leishmania mexicana and Their Use for Characterisation of the Leishmania Elongating a-D-Mannopyranosylphosphate Transferase" -
Chemistry 11(7) (2005) 2019-2030
The phosphorylated branched heptasaccharides 7 and 8, the octasaccharide 9 and the phosphorylated trisaccharides 5 and 6, which are fragments of the phosphoglycan portion of the surface lipophosphoglycans from Leishmania mexicana (5) or L. major (6-9), were synthesised by using the glycosyl hydrogenphosphonate method for the preparation of phosphodiester bridges. The compounds were tested as acceptor substrates/putative inhibitors for the Leishmania elongating α-D-mannosylphosphate transferase.
transferase, fragment, antigenic, Synthetic, characterisation, use, leishmania, P, Leishmania mexicana
NCBI PubMed ID: 15685582Publisher: Vch Verlagsgesellschaft
Correspondence: a.v.nikolaev@dundee.ac.uk
Institutions: Faculty of Life Sciences Division of Biological Chemistry and Molecular Microbiology University of Dundee (Carnelley Building), Dundee DD1 4HN UK, N.D. Zelinsky Institute of Organic Chemistry Russian Academy of Sciences, Moscow (Russia), Faculty of Life Sciences Division of Biological Chemistry and Molecular Microbiology University of Dundee (Wellcome Trust Building), Dundee DD1 5EH
Methods: chemical synthesis
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