Document Detail


Core-branching pattern and sequence analysis of mannitol-terminating oligosaccharides by neoglycolipid technology.
MedLine Citation:
PMID:  10334849     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
The occurrence of mannitol-terminating oligosaccharides (2-substituted or 2,6-disubstituted) among the O-glycans released by alkaline borohydride treatment from glycoproteins of the nervous system has prompted the development of a microscale method to analyze the core-branching pattern and sequence by the neoglycolipid (NGL) technology, analogous to a method previously described for GalNAcol-terminating oligosaccharides (M. S. Stoll, E. F. Hounsell, A. M. Lawson, W. Chai, and T. Feizi, Eur. J. Biochem. 189, 499-507, 1990). The approach involves the selective cleavage at the core mannitol by mild periodate treatment and analysis of the reaction products as NGLs by in situ TLC/liquid secondary ion mass spectrometry. Oxidation conditions have been optimized using as reference compounds 2-, 3-, 4-, or 6-monosubstituted mannobi-itols, 3,6-disubstituted mannitol-terminating pentasaccharides, and 2-mono- and 2,6-disubstituted mannitol-terminating neutral and sialylated oligosaccharides isolated from brain glycopeptides. When a 2:1 molar ratio of periodate to alditol is used, the core mannitol is cleaved at the C3-C4 threo-diol bond and in the absence of a threo-diol cleavage occurs to a lesser extent at erythro-diols. Saccharide ring diols are not cleaved under these conditions, and it is also shown that the side chain of sialic acid on the oligosaccharide is largely unaffected. Substituents at 2- and 6-positions of the core mannitol can be identified, and the method is applicable to neutral and sialylated oligosaccharide alditols. Typically, the starting material is 5 nmol of oligosaccharide and 0.5-1 nmol of derivatives is applied for analysis. By this strategy, the core-branching pattern and position of sialic acid of two branched monosialylated mannitol-terminating oligosaccharide isomers have been determined.
Authors:
W Chai; C T Yuen; T Feizi; A M Lawson
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Analytical biochemistry     Volume:  270     ISSN:  0003-2697     ISO Abbreviation:  Anal. Biochem.     Publication Date:  1999 Jun 
Date Detail:
Created Date:  1999-07-06     Completed Date:  1999-07-06     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  0370535     Medline TA:  Anal Biochem     Country:  UNITED STATES    
Other Details:
Languages:  eng     Pagination:  314-22     Citation Subset:  IM    
Copyright Information:
Copyright 1999 Academic Press.
Affiliation:
Glycosciences Laboratory, Imperial College School of Medicine, Northwick Park Hospital, Watford Road, Harrow, Middlesex, HA1 3UJ, United Kingdom. w.chai@ic.ac.uk
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MeSH Terms
Descriptor/Qualifier:
Animals
Brain Chemistry
Carbohydrate Sequence
Chromatography, Thin Layer
Isomerism
Mannitol / chemistry*
Mass Spectrometry
Molecular Sequence Data
Oligosaccharides / chemistry*
Oxidation-Reduction
Periodic Acid
Sequence Analysis / methods
Chemical
Reg. No./Substance:
0/Oligosaccharides; 10450-60-9/Periodic Acid; 69-65-8/Mannitol

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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