Document Detail

4-Methylumbelliferyl glycosides of N-acetyl 4-thiochito-oligosaccharides as fluorogenic substrates for chitodextrinase from Vibrio furnissii.
MedLine Citation:
PMID:  9376688     Owner:  NLM     Status:  MEDLINE    
The degradation of chitin involves a diverse array of enzymes, some with overlapping substrate specificities. In order to distinguish between different types of enzymes, specific substrates are needed. Toward this end, two new fluorogenic substrates containing thio-glycosidic linkages, 4-methylumbelliferyl N,N'-diacetyl-4-thio-beta-chitobioside (Mu-TCB) and N,N',N"-triacetyl-4,4'-dithio-beta-chitotrioside (Mu-TCT) are described. The substitution of the glycosidic oxygens (except the one that links oligosaccharide with the fluorogenic aglycon) with a sulfur atom resulted in resistance of these compounds to N-acetyl-beta-hexosaminidases while they were specific substrates for the newly discovered chitodextrinase from Vibrio furnissii (Keyhani,N.O. and Roseman,S. (1996) J. Biol. Chem., 271, 33414-33424) and some bacterial chitinases. The enzyme kinetics of these 4-S-linked substrates, Mu-TCB and Mu-TCT, as well as the O-linked 4-methylumbelliferyl N,N'-diacetyl-beta-chitobioside (Mu-CB) and N,N',N"-triacetyl-beta-chitotrioside (Mu-CT) with the chitodextrinase were studied and compared. The usefulness of the substrates for screening for chitodextrinase and/or chitinase activity was demonstrated.
L X Wang; N O Keyhani; S Roseman; Y C Lee
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Publication Detail:
Type:  Journal Article; Research Support, U.S. Gov't, Non-P.H.S.; Research Support, U.S. Gov't, P.H.S.    
Journal Detail:
Title:  Glycobiology     Volume:  7     ISSN:  0959-6658     ISO Abbreviation:  Glycobiology     Publication Date:  1997 Sep 
Date Detail:
Created Date:  1997-11-10     Completed Date:  1997-11-10     Revised Date:  2007-11-14    
Medline Journal Info:
Nlm Unique ID:  9104124     Medline TA:  Glycobiology     Country:  ENGLAND    
Other Details:
Languages:  eng     Pagination:  855-60     Citation Subset:  IM    
Department of Biology, The Johns Hopkins University, Baltimore, MD 21218, USA.
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MeSH Terms
Carbohydrate Sequence
Chitinase / metabolism*
Fluorescent Dyes / metabolism
Glucosides / metabolism*
Hymecromone / analogs & derivatives*,  metabolism
Molecular Sequence Data
Oligosaccharides / chemistry,  metabolism*
Substrate Specificity
Vibrio / enzymology*
Grant Support
Reg. No./Substance:
0/Fluorescent Dyes; 0/Glucosides; 0/Oligosaccharides; 18997-57-4/4-methylumbelliferyl glucoside; 90-33-5/Hymecromone; EC

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