Literature DB >> 8324765

Synthesis of 4-nitrophenyl O-(2-acetamido-2-deoxy-beta-D-glucopyranosyl)- (1-->2)-O-(6-O-methyl-alpha-D-mannopyranosyl)-(1-->6)-beta-D- glucopyranoside and its 4',6'-di-O-methyl analog. Potential inhibitors of N-acetylglucosaminyl-transferase V (GnT-V).

S H Khan1, K L Matta.   

Abstract

O-(2-Acetamido-3,4,6-tri-O-acetyl-2-deoxy-beta-D-glucopyranosyl)-(1-->2) -3,4 - di-O-acetyl-6-O-methyl-alpha-D-mannopyranosyl bromide and O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-beta-D-glucopyranosyl)- (1-->2)-3-O-acetyl-4,6-di-O-methyl-alpha-D-mannopyranosyl bromide were each condensed with 4-nitrophenyl 2,3-di-O-acetyl-beta-D-glucopyranoside, and the products were deprotected to yield, respectively, beta-D-Glc p NAc-(1-->2)-6-O-Me-alpha-D-Man p-(1-->6)-beta-D-Glc p and beta-D-Glc p NAc-(1-->2)-4,6-di-O-Me-alpha-D-Man p-(1-->6)-beta-D-Glc p, as their 4-nitrophenyl glycosides. These trisaccharides are expected to function as inhibitors for N-acetylglucosaminyltransferase V.

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Year:  1993        PMID: 8324765     DOI: 10.1016/0008-6215(93)84079-l

Source DB:  PubMed          Journal:  Carbohydr Res        ISSN: 0008-6215            Impact factor:   2.104


  2 in total

1.  Synthetic substrate analogues for UDP-GlcNAc: Man alpha 1-6R beta(1-2)-N-acetylglucosaminyltransferase II. Substrate specificity and inhibitors for the enzyme.

Authors:  F Reck; E Meinjohanns; M Springer; R Wilkens; J A Van Dorst; H Paulsen; G Möller; I Brockhausen; H Schachter
Journal:  Glycoconj J       Date:  1994-06       Impact factor: 2.916

2.  Substrate specificity and inhibition of UDP-GlcNAc:GlcNAc beta 1-2Man alpha 1-6R beta 1,6-N-acetylglucosaminyltransferase V using synthetic substrate analogues.

Authors:  I Brockhausen; F Reck; W Kuhns; S Khan; K L Matta; E Meinjohanns; H Paulsen; R N Shah; M A Baker; H Schachter
Journal:  Glycoconj J       Date:  1995-06       Impact factor: 2.916

  2 in total

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