Literature DB >> 4092205

Synthesis of the methyl and 1-octyl glycosides of the P-antigen tetrasaccharide (globotetraose).

K Leontein, M Nilsson, T Norberg.   

Abstract

The methyl and 1-octyl beta-glycosides of the P-antigen tetrasaccharide [globotetraose, beta-D-GalpNAc-(1----3)-alpha-D-Galp-(1----4)-beta-D-Galp-(1----4) -D-Glc] were synthesised from a tetrasaccharide precursor, prepared using methyl disaccharide 1-thioglycosides as intermediates. In the key glycosidation with silver triflate, HO-2 was used as an alpha-directing group in the glycosyl bromide.

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Year:  1985        PMID: 4092205     DOI: 10.1016/s0008-6215(00)90671-2

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


  4 in total

1.  Synthesis of the trisaccharide, 2-(p-trifluoroacetamidophenyl)ethyl O-alpha-D-galactopyranosyl-(1-4)-O-beta-D-galactopyranosyl-(1-4)-2-acet amido-2-deoxy-beta-D-glucopyranoside, corresponding to the blood group P1 determinant.

Authors:  S Nilsson; H Lönn; T Norberg
Journal:  Glycoconj J       Date:  1991-02       Impact factor: 2.916

2.  Donor substrate regeneration for efficient synthesis of globotetraose and isoglobotetraose.

Authors:  Jun Shao; Jianbo Zhang; Przemyslaw Kowal; Peng George Wang
Journal:  Appl Environ Microbiol       Date:  2002-11       Impact factor: 4.792

Review 3.  Expeditious oligosaccharide synthesis via selective, semi-orthogonal, and orthogonal activation.

Authors:  Sophon Kaeothip; Alexei V Demchenko
Journal:  Carbohydr Res       Date:  2011-05-18       Impact factor: 2.104

Review 4.  Synthesis and Glycosidation of Anomeric Halides: Evolution from Early Studies to Modern Methods of the 21st Century.

Authors:  Yashapal Singh; Scott A Geringer; Alexei V Demchenko
Journal:  Chem Rev       Date:  2022-06-08       Impact factor: 72.087

  4 in total

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