Existence of novel branched side chains containing beta-1,2 and alpha-1,6 linkages corresponding to antigenic factor 9 in the mannan of Candida guilliermondii.
Isolation of beta-linkage-containing side chain oligosaccharides from the mannan of Candida guilliermondii IFO 10279 strain has been conducted by acetolysis under mild conditions. A structural study of these oligosaccharides by one- and two-dimensional NMR and methylation analyses indicated the presence of extended oligosaccharide side chains with two consecutive beta-1,2-linked mannose units at the nonreducing terminal of alpha-linked oligosaccharides. The linkage sequence present in this mannan, Man beta 1-->2Man alpha 1-->3Man alpha-->, has also been found in the mannan of Saccharomyces kluyveri but not in the mannan of Candida species. Furthermore, these oligosaccharides are branched at position 6 of the 3-O-substituted mannose units as follows. (Carbohydrate sequence in text) Structure 1 and (Carbohydrate sequence in text) Structure 2 The H-1 signals of the mannose units substituted by a 3,6-di-O-substituted unit showed a significant upfield shift (delta delta = 0.04-0.08 ppm) due to a steric effect. The inhibition of an enzyme-linked immunosorbent assay between the mannan of C. guilliermondii and factor 9 serum with oligosaccharides obtained from several mannans indicated that only the oligosaccharides with the above structure were active, suggesting that these correspond to the epitope of antigenic factor 9.
Shibata
N
N
Second Department of Hygienic Chemistry, Tohoku College of Pharmacy, Sendai, Japan.
Akagi
R
R
Hosoya
T
T
Kawahara
K
K
Suzuki
A
A
Ikuta
K
K
Kobayashi
H
H
Hisamichi
K
K
Okawa
Y
Y
Suzuki
S
S
D000946:Antigens, Fungal / Q000737:chemistry* / Q000302:isolation & purification; D002175:Candida / Q000276:immunology*; D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D004797:Enzyme-Linked Immunosorbent Assay; D009682:Magnetic Resonance Spectroscopy; D008351:Mannans / Q000737:chemistry* / Q000302:isolation & purification; D008358:Mannose; D008745:Methylation; D008969:Molecular Sequence Data; D009844:Oligosaccharides / Q000276:immunology
D000946:Antigens, Fungal; D008351:Mannans; D009844:Oligosaccharides; C099269:antigenic factor 9; D008358:Mannose