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Sprott GD, Ferrante G, Ekiel I
Tetraether lipids of Methanospirillum hungatei with head groups consisting of phospho-N,N-dimethylaminopentanetetrol, phospho-N,N,N- trimethylaminopentanetetrol, and carbohydrates
Biochimica et Biophysica Acta 1214 (1994)
234-242
a-D-Glcp-(1-2)-b-D-Galf-(1-3)-Gro1Phyt2Phyt
Phyt = 3R,7R,11R-phytanyl |
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Methanospirillum hungatei
(NCBI TaxID 2203,
species name lookup)
Taxonomic group: archaea / Euryarchaeota
(Phylum: Euryarchaeota)
NCBI PubMed ID: 7918605Publication DOI: 10.1016/0005-2760(94)90069-8Journal NLM ID: 0217513Publisher: Elsevier
Institutions: National Research Council of Canada, Institute for Biological Sciences, Ottawa, Ontario, Canada, National Research Council of Canada, Biotechnology Research Institute, Montreal, Canada
Acyclic, standard tetraether and diether lipids each account for about 50% of the total ether lipids found in Methanospirillum hungatei. Sixteen ether lipids were purified and defined according to relative weight percentage and staining reactions on thin-layer plates. Structures were elucidated for six previously uncharacterized tetraether lipids. Four of these lipids had as one head group either α-Glcp-(1-2)-β-gal(f)-, or β-gal(f)-(1-6)-β-gal(f)-, in glycosidic linkage to the first glycerol of the lipid backbone, and either a N,N-dimethyl-aminopentanetetrol or a N,N,N-trimethylaminopentanetetrol moiety in phosphodiester linkage to the second glycerol of the backbone. A fifth lipid was a tetraether structure novel in having carbohydrate moieties at both head group positions; namely α-Glcp-(1-2)-gal(f)- and β-gal(f)-. Two other lipids, a diether and a tetraether, had a single head group consisting of α-Glcp-(1-2)-β-gal(f)- modified by O-acetylation of the gal(f) residue at C-6. In addition to the seven new lipids described above, diether and tetraether analogs of phosphatidylglycerol were found.
Structures, tetraether lipid, diether lipid, dimethylaminopentanetetrol, trimethylaminopentanetetrol, (M. hungatei)
Structure type: oligomer
Trivial name: DGD-I
Compound class: glycolipid, glycosyl diphytanyl glycerol, macrocyclic tetraether, caldarchaeol lipid
Contained glycoepitopes: IEDB_136095,IEDB_137472,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_190606,IEDB_983931,SB_192
NCBI Taxonomy refs (TaxIDs): 2203Reference(s) to other database(s): CCSD:
37658, CBank-STR:5031
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There is only one chemically distinct structure:
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Sprott GD, Ferrante G, Ekiel I
Tetraether lipids of Methanospirillum hungatei with head groups consisting of phospho-N,N-dimethylaminopentanetetrol, phospho-N,N,N- trimethylaminopentanetetrol, and carbohydrates
Biochimica et Biophysica Acta 1214 (1994)
234-242
a-D-Glcp-(1-2)-b-D-Galf6Ac-(1-3)-Gro1Phyt2Phyt
Phyt = 3R,7R,11R-phytanyl |
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Methanospirillum hungatei
(NCBI TaxID 2203,
species name lookup)
Taxonomic group: archaea / Euryarchaeota
(Phylum: Euryarchaeota)
NCBI PubMed ID: 7918605Publication DOI: 10.1016/0005-2760(94)90069-8Journal NLM ID: 0217513Publisher: Elsevier
Institutions: National Research Council of Canada, Institute for Biological Sciences, Ottawa, Ontario, Canada, National Research Council of Canada, Biotechnology Research Institute, Montreal, Canada
Acyclic, standard tetraether and diether lipids each account for about 50% of the total ether lipids found in Methanospirillum hungatei. Sixteen ether lipids were purified and defined according to relative weight percentage and staining reactions on thin-layer plates. Structures were elucidated for six previously uncharacterized tetraether lipids. Four of these lipids had as one head group either α-Glcp-(1-2)-β-gal(f)-, or β-gal(f)-(1-6)-β-gal(f)-, in glycosidic linkage to the first glycerol of the lipid backbone, and either a N,N-dimethyl-aminopentanetetrol or a N,N,N-trimethylaminopentanetetrol moiety in phosphodiester linkage to the second glycerol of the backbone. A fifth lipid was a tetraether structure novel in having carbohydrate moieties at both head group positions; namely α-Glcp-(1-2)-gal(f)- and β-gal(f)-. Two other lipids, a diether and a tetraether, had a single head group consisting of α-Glcp-(1-2)-β-gal(f)- modified by O-acetylation of the gal(f) residue at C-6. In addition to the seven new lipids described above, diether and tetraether analogs of phosphatidylglycerol were found.
Structures, tetraether lipid, diether lipid, dimethylaminopentanetetrol, trimethylaminopentanetetrol, (M. hungatei)
Structure type: oligomer
Trivial name: Ac-DGD-I
Compound class: glycolipid, glycosyl diphytanyl glycerol, macrocyclic tetraether, caldarchaeol lipid
Contained glycoepitopes: IEDB_136095,IEDB_137472,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_190606,IEDB_983931,SB_192
NCBI Taxonomy refs (TaxIDs): 2203Reference(s) to other database(s): CCSD:
37665, CBank-STR:5035
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There is only one chemically distinct structure:
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Sprott GD, Ferrante G, Ekiel I
Tetraether lipids of Methanospirillum hungatei with head groups consisting of phospho-N,N-dimethylaminopentanetetrol, phospho-N,N,N- trimethylaminopentanetetrol, and carbohydrates
Biochimica et Biophysica Acta 1214 (1994)
234-242
b-D-Galf-(1-6)-b-D-Galf-(1-3)-Gro1Phyt2Phyt
Phyt = 3R,7R,11R-phytanyl |
Show graphically |
Methanospirillum hungatei
(NCBI TaxID 2203,
species name lookup)
Taxonomic group: archaea / Euryarchaeota
(Phylum: Euryarchaeota)
NCBI PubMed ID: 7918605Publication DOI: 10.1016/0005-2760(94)90069-8Journal NLM ID: 0217513Publisher: Elsevier
Institutions: National Research Council of Canada, Institute for Biological Sciences, Ottawa, Ontario, Canada, National Research Council of Canada, Biotechnology Research Institute, Montreal, Canada
Acyclic, standard tetraether and diether lipids each account for about 50% of the total ether lipids found in Methanospirillum hungatei. Sixteen ether lipids were purified and defined according to relative weight percentage and staining reactions on thin-layer plates. Structures were elucidated for six previously uncharacterized tetraether lipids. Four of these lipids had as one head group either α-Glcp-(1-2)-β-gal(f)-, or β-gal(f)-(1-6)-β-gal(f)-, in glycosidic linkage to the first glycerol of the lipid backbone, and either a N,N-dimethyl-aminopentanetetrol or a N,N,N-trimethylaminopentanetetrol moiety in phosphodiester linkage to the second glycerol of the backbone. A fifth lipid was a tetraether structure novel in having carbohydrate moieties at both head group positions; namely α-Glcp-(1-2)-gal(f)- and β-gal(f)-. Two other lipids, a diether and a tetraether, had a single head group consisting of α-Glcp-(1-2)-β-gal(f)- modified by O-acetylation of the gal(f) residue at C-6. In addition to the seven new lipids described above, diether and tetraether analogs of phosphatidylglycerol were found.
Structures, tetraether lipid, diether lipid, dimethylaminopentanetetrol, trimethylaminopentanetetrol, (M. hungatei)
Structure type: oligomer
Trivial name: DGD-II
Compound class: glycolipid, glycosyl diphytanyl glycerol, macrocyclic tetraether, caldarchaeol lipid
Contained glycoepitopes: IEDB_136095,IEDB_137472,IEDB_149176,IEDB_190606
NCBI Taxonomy refs (TaxIDs): 2203Reference(s) to other database(s): CCSD:
37659, CBank-STR:7009
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There is only one chemically distinct structure:
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