Document Detail

Novel neogala-series glycosphingolipids with terminal mannose and glucose residues from Hirsutella rhossiliensis, an aureobasidin A-resistant ascomycete fungus.
MedLine Citation:
PMID:  20007186     Owner:  NLM     Status:  MEDLINE    
Hirsutella rhossiliensis, a nematophagous fungus belonging to the Ascomycota, is resistant to aureobasidin A (AbA). In this fungus, the biosynthetic pathway leading to mannosylinositolphosphoceramides, which is inhibited by AbA, was not detected. Instead, this fungus contains neutral complex glycosphingolipids (GSLs) and monoglycosylceramides. Except for monoglycosylceramides, neutral GSLs share a neogala-series core structure, Galbeta1-6Galbeta1-Cer. Among the GSLs of H. rhossiliensis, three novel GSLs with terminal Man and Glc residues on the sugar chain were elucidated. We analyzed GSL structure using compositional sugar, fatty acid, and sphingoid analyses, methylation analysis, matrix-assisted laser desorption ionization time-of-flight/mass spectrometry (MALDI-TOF MS), and (1)H nuclear magnetic resonance spectroscopy (NMR). The following structures were determined: Manalpha1-3Galbeta1-6Galbeta1-6Galbeta1-Cer; Glcalpha1-2Galbeta1-6Galbeta1-6Galbeta1-Cer; and Manalpha1-3Galbeta1-6(Glcalpha1-4)Galbeta1-6Galbeta1-Cer. In the ceramides, the fatty acids were predominantly saturated h24:0-acids and the sphingoids were predominately t18:0- or t18:1-sphingoids. In contrast, the ceramides of Glcbeta1-Cer contained d18:2- and d19:2-sphingoids. These findings indicate the presence of a novel biosynthetic pathway of neogala-series GSLs in fungi.
Yasushi Tani; Tori Funatsu; Hisashi Ashida; Masahiro Ito; Saki Itonori; Mutsumi Sugita; Kenji Yamamoto
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't     Date:  2009-12-09
Journal Detail:
Title:  Glycobiology     Volume:  20     ISSN:  1460-2423     ISO Abbreviation:  Glycobiology     Publication Date:  2010 Jan 
Date Detail:
Created Date:  2010-03-15     Completed Date:  2010-06-23     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  9104124     Medline TA:  Glycobiology     Country:  England    
Other Details:
Languages:  eng     Pagination:  433-41     Citation Subset:  IM    
Graduate School of Biostudies, Kyoto University, Kyoto 606-8502, Japan.
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MeSH Terms
Ascomycota / chemistry*
Carbohydrate Sequence
Carbohydrates / chemistry
Ceramides / chemistry
Chromatography, Gas
Depsipeptides / chemistry*
Fatty Acids / chemistry
Fungi / chemistry
Glucose / chemistry*
Glycosphingolipids / chemistry
Magnetic Resonance Spectroscopy
Mannose / chemistry*
Mass Spectrometry
Neutral Glycosphingolipids / chemistry*
Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization
Reg. No./Substance:
0/Carbohydrates; 0/Ceramides; 0/Depsipeptides; 0/Fatty Acids; 0/Glycosphingolipids; 0/Neutral Glycosphingolipids; 127785-64-2/aureobasidin A; 31103-86-3/Mannose; 50-99-7/Glucose

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