Literature DB >> 2276130

Synthesis of methyl 3-O-(alpha-D-glucopyranosyl)-7-O-(L-glycero-alpha-D- manno-heptopyranosyl)-L-glycero-alpha-D-manno-heptopyranoside.

P J Garegg1, S Oscarson, M Szönyi.   

Abstract

The title trisaccharide glycoside, which is related to part of the core region of the lipopolysaccharide from Salmonella, and the disaccharide glycosides methyl 3-O-alpha-D-glucopyranosyl-L-glycero-alpha-D-manno-heptopyranoside and methyl 7-O-L-glycero-alpha-D-manno-heptopyranosyl-L-glycero-alpha-D-manno- heptopyranoside have been synthesised. Methyl 2,3,4-tri-O-benzyl-L-glycero-alpha-D-manno- heptopyranoside, obtained via a one-carbon elongation at C-6 of methyl 2,3,4-tri-O-benzyl-alpha-D-manno- hexodialdo-1,5-pyranoside, was used as precursor both for the heptosyl donor and acceptor.

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Year:  1990        PMID: 2276130     DOI: 10.1016/0008-6215(90)80133-n

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


  3 in total

1.  Small molecules containing hetero-bicyclic ring systems compete with UDP-Glc for binding to WaaG glycosyltransferase.

Authors:  Jens Landström; Karina Persson; Christoph Rademacher; Magnus Lundborg; Warren Wakarchuk; Thomas Peters; Göran Widmalm
Journal:  Glycoconj J       Date:  2012-06-19       Impact factor: 2.916

2.  Crystal and molecular structure of methyl L-glycero-α-D-manno-heptopyranoside, and synthesis of 1→7 linked L-glycero-D-manno-heptobiose and its methyl α-glycoside.

Authors:  Daniel Artner; Christian Stanetty; Kurt Mereiter; Alla Zamyatina; Paul Kosma
Journal:  Carbohydr Res       Date:  2011-06-21       Impact factor: 2.104

3.  Large-Scale Synthesis of Crystalline 1,2,3,4,6,7-Hexa-O-acetyl-l-glycero-α-d-manno-heptopyranose.

Authors:  Christian Stanetty; Ian R Baxendale
Journal:  European J Org Chem       Date:  2015-03-10
  3 in total

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