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Choma A, Wiater A, Komaniecka I, Paduch R, Pleszczyńska M, Szczodrak J
Chemical characterization of a water insoluble (1→3)-a-D-glucan from an alkaline extract of Aspergillus wentii
Carbohydrate Polymers 91(2) (2013)
603-308
Aspergillus wentii CIM 449
(Ancestor NCBI TaxID 5066,
species name lookup)
Taxonomic group: fungi / Ascomycota
(Phylum: Ascomycota)
Organ / tissue: cell wall,
mycelium
The structure was elucidated in this paperNCBI PubMed ID: 23121952Publication DOI: 10.1016/j.carbpol.2012.08.060Journal NLM ID: 8307156Publisher: Elsevier
Correspondence: adam.choma
poczta.umcs.lublin.pl
Institutions: Department of Industrial Microbiology, Institute of Microbiology and Biotechnology, Maria Curie-Skłodowska University, Lublin, Poland, Department of Virology and Immunology, Institute of Microbiology and Biotechnology, Maria Curie-Skłodowska University, Lublin, Poland, Department of Genetics and Microbiology, Institute of Microbiology and Biotechnology, Maria Curie-Skłodowska University, Lublin, Poland
The chemical structure of a water insoluble α-glucan isolated from the cell wall of Aspergillus wentii was described on the basis of total acid hydrolysis, methylation analysis, and 1D and 2D NMR studies (TOCSY, DQF-COSY, NOESY and HSQC) as well as other instrumental techniques. It was established that the analyzed preparation contained a linear polymer composed almost exclusively of (1→3)-linked α-D-glucose, with a molecular mass of about 850kDa. The polymer was divided into subunits separated by a short spacers of (1→4)-linked α-D-glucoses. Each subunit contained about 200 glucose residues.
NMR, FT-IR, (1-3)-α-D-Glucan, water-insoluble polysaccharide, Aspergillus wentii
Structure type: structural motif or average structure ; n=25, 850000
Location inside paper: Fig. 4, table 2, AW-WIG
Compound class: cell wall polysaccharide, glucan
Contained glycoepitopes: IEDB_140629,IEDB_142488,IEDB_144998,IEDB_146664,IEDB_983931,SB_192
Methods: 1H NMR, methylation, GC-MS, sugar analysis, acid hydrolysis, Smith degradation, FTIR, GPC, optical rotation measurement, acetylation, TOCSY, NaBH4 reduction, DQF-COSY, NOESY, HSQC, immunofluorescent labelling, β-elimination
Related record ID(s): 44908
NCBI Taxonomy refs (TaxIDs): 5066Reference(s) to other database(s): GTC:G39213SM
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NMR conditions: in DMSO-d6 at 353 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
3 aDGlcp 99.00 70.239 82.55 69.05 71.45 59.93
3,3 aDGlcp
aDGlcp 99.00 70.239 82.55 69.05 71.45 59.93
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
3 aDGlcp 5.084 3.4 3.650 3.439 3.853 3.528-3.650
3,3 aDGlcp
aDGlcp 5.084 3.4 3.650 3.439 3.853 3.528-3.650
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
3 aDGlcp 99.00/5.084 70.239/3.4 82.55/3.650 69.05/3.439 71.45/3.853 59.93/3.528-3.650
3,3 aDGlcp
aDGlcp 99.00/5.084 70.239/3.4 82.55/3.650 69.05/3.439 71.45/3.853 59.93/3.528-3.650
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 3 | aDGlcp | 5.084 | 3.4 | 3.650 | 3.439 | 3.853 | 3.528
3.650 |
| 3,3 | aDGlcp | |
| | aDGlcp | 5.084 | 3.4 | 3.650 | 3.439 | 3.853 | 3.528
3.650 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 3 | aDGlcp | 99.00 | 70.239 | 82.55 | 69.05 | 71.45 | 59.93 |
| 3,3 | aDGlcp | |
| | aDGlcp | 99.00 | 70.239 | 82.55 | 69.05 | 71.45 | 59.93 |
|
There is only one chemically distinct structure:
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Kiyohara H, Yamada H, Otsuka Y
Studies on polysaccharides from Angelica acutiloba. VII. Unit structure of the anti-complementary arabinogalactan from Angelica acutiloba Kitagawa
Carbohydrate Research 167 (1987)
221-237
|
D-Galp-(1-4)-+
|
ANY-(?-4)-D-GalpA-(1-2)-L-Rhap-(1-4)-D-GalpA-(1-?)-ANY |
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Angelica acutiloba
(NCBI TaxID 55605,
species name lookup)
Taxonomic group: plant / Streptophyta
(Phylum: Streptophyta)
Organ / tissue: root
NCBI PubMed ID: 3690570Publication DOI: 10.1016/0008-6215(87)80281-1Journal NLM ID: 0043535Publisher: Elsevier
Institutions: Oriental Medicine Research Center, Kitasato Institute, Tokyo, Japan
Mild acid hydrolysis of an anti-complementary arabinogalactan (AGIIb-1), isolated from the roots of Angelica acutiloba Kitagawa, gave one neutral (N-I) and two acidic arabinogalactans (A-I and A-II) and one neutral arabinan (N-II). Likewise, the product (AF-AGIIb-1) of digestion with exo-α-l-arabinofuranosidase gave four carbohydrate units. Methylation analysis showed that N-I was a (1→6)-linked galactan with unbranched short side-chains of Araf attached at position 3 and that A-I and A-II contained, in addition, 4-linked Galp. Methylation analysis and oligosaccharide analysis showed that A-I and A-II also contained highly branched Ara chains possessing Araf side-chains attached at positions 3 of some 4- or 5-linked Ara and that a small proportion of Arap was present in each acidic unit. Base-catalysed β-elimination and oligosaccharide analysis indicated that A-I and A-II also contained a rhamnogalacturonan moiety in which 2,4-disubstituted Rha residues were attached to 4-substituted GalpA through position 2 of Rha. Methylation analysis, 1H- and 13C-n.m.r. studies, and enzymic hydrolysis showed N-II to be a highly branched arabinan containing a backbone of (1→5)-linked α-l-Araf with α-l-Araf side-chains attached to positions 3.
Structure type: oligomer
Location inside paper: 5
Contained glycoepitopes: IEDB_136044,IEDB_136105,IEDB_136906,IEDB_137472,IEDB_141794,IEDB_151528,IEDB_190606,IEDB_225177,IEDB_885823,SB_165,SB_166,SB_187,SB_195,SB_7,SB_88
Methods: 13C NMR, 1H NMR, GLC-MS, gel filtration, partial acid hydrolysis, acid hydrolysis, enzymatic digestion, methylation analysis, β-elimination
Comments, role: Parent molecule: arabinogalactan; supposed structure
NCBI Taxonomy refs (TaxIDs): 55605Reference(s) to other database(s): CCSD:
24277, CBank-STR:2784
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There is only one chemically distinct structure:
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Kiyohara H, Yamada H, Otsuka Y
Studies on polysaccharides from Angelica acutiloba. VII. Unit structure of the anti-complementary arabinogalactan from Angelica acutiloba Kitagawa
Carbohydrate Research 167 (1987)
221-237
|
a-L-Araf-(1-3)-+
|
a-L-Araf-(1-3)-+ |
| |
a-L-Araf-(1-5)-a-L-Araf-(1-3)-+ | |
| | |
-6)-b-D-Galp-(1-6)-b-D-Galp-(1-6)-b-D-Galp-(1-6)-b-D-Galp-(1- |
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Angelica acutiloba
(NCBI TaxID 55605,
species name lookup)
Taxonomic group: plant / Streptophyta
(Phylum: Streptophyta)
Organ / tissue: root
NCBI PubMed ID: 3690570Publication DOI: 10.1016/0008-6215(87)80281-1Journal NLM ID: 0043535Publisher: Elsevier
Institutions: Oriental Medicine Research Center, Kitasato Institute, Tokyo, Japan
Mild acid hydrolysis of an anti-complementary arabinogalactan (AGIIb-1), isolated from the roots of Angelica acutiloba Kitagawa, gave one neutral (N-I) and two acidic arabinogalactans (A-I and A-II) and one neutral arabinan (N-II). Likewise, the product (AF-AGIIb-1) of digestion with exo-α-l-arabinofuranosidase gave four carbohydrate units. Methylation analysis showed that N-I was a (1→6)-linked galactan with unbranched short side-chains of Araf attached at position 3 and that A-I and A-II contained, in addition, 4-linked Galp. Methylation analysis and oligosaccharide analysis showed that A-I and A-II also contained highly branched Ara chains possessing Araf side-chains attached at positions 3 of some 4- or 5-linked Ara and that a small proportion of Arap was present in each acidic unit. Base-catalysed β-elimination and oligosaccharide analysis indicated that A-I and A-II also contained a rhamnogalacturonan moiety in which 2,4-disubstituted Rha residues were attached to 4-substituted GalpA through position 2 of Rha. Methylation analysis, 1H- and 13C-n.m.r. studies, and enzymic hydrolysis showed N-II to be a highly branched arabinan containing a backbone of (1→5)-linked α-l-Araf with α-l-Araf side-chains attached to positions 3.
Structure type: polymer chemical repeating unit
Location inside paper: 7
Contained glycoepitopes: IEDB_136044,IEDB_136907,IEDB_137472,IEDB_141794,IEDB_153201,IEDB_156489,IEDB_156493,IEDB_156497,IEDB_156557,IEDB_190606,SB_165,SB_166,SB_187,SB_195,SB_7,SB_88
Methods: 13C NMR, 1H NMR, GLC-MS, gel filtration, partial acid hydrolysis, acid hydrolysis, enzymatic digestion, methylation analysis, β-elimination
Comments, role: Parent molecule: arabinogalactan; supposed structure
NCBI Taxonomy refs (TaxIDs): 55605Reference(s) to other database(s): GTC:G80901JH, CCSD:
15180, CBank-STR:16533
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There is only one chemically distinct structure:
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Kiyohara H, Yamada H, Otsuka Y
Studies on polysaccharides from Angelica acutiloba. VII. Unit structure of the anti-complementary arabinogalactan from Angelica acutiloba Kitagawa
Carbohydrate Research 167 (1987)
221-237
Angelica acutiloba
(NCBI TaxID 55605,
species name lookup)
Taxonomic group: plant / Streptophyta
(Phylum: Streptophyta)
Organ / tissue: root
NCBI PubMed ID: 3690570Publication DOI: 10.1016/0008-6215(87)80281-1Journal NLM ID: 0043535Publisher: Elsevier
Institutions: Oriental Medicine Research Center, Kitasato Institute, Tokyo, Japan
Mild acid hydrolysis of an anti-complementary arabinogalactan (AGIIb-1), isolated from the roots of Angelica acutiloba Kitagawa, gave one neutral (N-I) and two acidic arabinogalactans (A-I and A-II) and one neutral arabinan (N-II). Likewise, the product (AF-AGIIb-1) of digestion with exo-α-l-arabinofuranosidase gave four carbohydrate units. Methylation analysis showed that N-I was a (1→6)-linked galactan with unbranched short side-chains of Araf attached at position 3 and that A-I and A-II contained, in addition, 4-linked Galp. Methylation analysis and oligosaccharide analysis showed that A-I and A-II also contained highly branched Ara chains possessing Araf side-chains attached at positions 3 of some 4- or 5-linked Ara and that a small proportion of Arap was present in each acidic unit. Base-catalysed β-elimination and oligosaccharide analysis indicated that A-I and A-II also contained a rhamnogalacturonan moiety in which 2,4-disubstituted Rha residues were attached to 4-substituted GalpA through position 2 of Rha. Methylation analysis, 1H- and 13C-n.m.r. studies, and enzymic hydrolysis showed N-II to be a highly branched arabinan containing a backbone of (1→5)-linked α-l-Araf with α-l-Araf side-chains attached to positions 3.
Structure type: polymer chemical repeating unit
Location inside paper: 8
Contained glycoepitopes: IEDB_136907
Methods: 13C NMR, 1H NMR, GLC-MS, gel filtration, partial acid hydrolysis, acid hydrolysis, enzymatic digestion, methylation analysis, β-elimination
Comments, role: Parent molecule: arabinogalactan; supposed structure
NCBI Taxonomy refs (TaxIDs): 55605Reference(s) to other database(s): GTC:G07562YQ, CCSD:
15179, CBank-STR:2832
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There is only one chemically distinct structure:
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