Taxonomic group: fungi / Ascomycota
(Phylum: Ascomycota)
The structure was elucidated in this paperPublication DOI: 10.1016/S0008-6215(98)00101-3Journal NLM ID: 0043535Publisher: Elsevier
Institutions: School of Pharmaceutical Sciences, Rhodes University, Grahamstown 6140, South Africa, Department of Chemistry, Carlsberg Laboratory, Gamle Carlsbergvej 10, 2500 Valby, Denmark, Department of Chemistry, Swedish University of Agricultural Sciences, S-750 07 Uppsala, Sweden
The exopolysaccharide produced by Pichia (Hansenula) holstii NRRL Y-2448 is composed of a phosphomannan core to which oligosaccharide diester phosphate side chains are appended. The oligosaccharides of the side chains were released as oligosaccharide phosphates and neutral oligosaccharides by mild hydrolysis with aqueous acetic acid and aqueous hydrogen fluoride, respectively. The liberated oligosaccharide phosphates were studied by NMR spectroscopy and by electrospray and fast atom bombardment mass spectrometry. The structures of the neutral oligosaccharides were determined by 1D and 2D NMR spectroscopic experiments. Further insight into the length of the side chains was obtained from a matrix assisted laser desorption ionisation-time of flight mass spectrometric study of high and low molecular weight fragments obtained from partial acid hydrolysis of the native polysaccharide.
NMR spectroscopy, exopolysaccharide, phosphomannan, Pichia holstii, oligosaccharide side chains
Structure type: oligomer
Location inside paper: p. 84, structure H
Trivial name: mannobiose
Compound class: EPS, mannan
Contained glycoepitopes: IEDB_130701,IEDB_136104,IEDB_137485,IEDB_143632,IEDB_144983,IEDB_152206,IEDB_983930,SB_136,SB_196,SB_44,SB_67,SB_72
Methods: 13C NMR, 1H NMR, FAB-MS, gel permeation chromatography, HMBC, HMQC, COSY, NOESY, HOHAHA, MALDI-TOF-MS, HMQC-TOCSY, aqueous HF hydrolysis
Comments, role: analytical product
Related record ID(s): 40624, 40625, 40626, 40627, 40628, 40629, 40630
NCBI Taxonomy refs (TaxIDs): 36025Reference(s) to other database(s): GTC:G29313LW
Show glycosyltransferases
NMR conditions: in D2O at 303 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
2 aDManp 103.0 70.8 71.1 67.8 74.0 61.7-61.8
?DManp 93.3 79.9 70.8 67.6 73.2 61.7-61.8
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
2 aDManp 5.047 4.076 3.856 3.645 3.754 ?
?DManp 5.380 3.958 3.951 3.670 3.780 ?
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
2 aDManp 103.0/5.047 70.8/4.076 71.1/3.856 67.8/3.645 74.0/3.754 61.7-61.8/?
?DManp 93.3/5.380 79.9/3.958 70.8/3.951 67.6/3.670 73.2/3.780 61.7-61.8/?
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
| 2 | aDManp | 5.047 | 4.076 | 3.856 | 3.645 | 3.754 | ? |
| | ?DManp | 5.380 | 3.958 | 3.951 | 3.670 | 3.780 | ? |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
| 2 | aDManp | 103.0 | 70.8 | 71.1 | 67.8 | 74.0 | 61.7 61.8 |
| | ?DManp | 93.3 | 79.9 | 70.8 | 67.6 | 73.2 | 61.7 61.8 |
|
There is only one chemically distinct structure: