Literature DB >> 8495449

The stepwise synthesis of oligo(glycosyl phosphates) via glycosyl hydrogenphosphonates. The chemical synthesis of oligomeric fragments from Hansenula capsulata Y-1842 exophosphomannan and from Escherichia coli K51 capsular antigen.

A V Nikolaev1, I A Ivanova, V N Shibaev.   

Abstract

A stepwise approach has been used in the syntheses of pentamannosyl tetraphosphate HO-[-6Man(alpha)-PO4-]4-6Man(alpha)-OMe and tetra(N-acetylglucosaminyl) triphosphate HO-[-3GlcNAc(alpha)-PO4]3- 3GlcNAc(beta)-OC6H4NO2, which are fragments of the yeast and bacteria extracellular phosphoglycans. Elongation of the chain was performed with the use of suitably protected glycosyl hydrogenphosphonate derivatives for successive introduction of glycosyl phosphate residues. Partially protected monosaccharide derivatives and oligomeric blocks served as hydroxylic components.

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Year:  1993        PMID: 8495449     DOI: 10.1016/0008-6215(93)80024-9

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


  2 in total

1.  Solid-Phase Synthesis of Fluorinated Analogues of Glycosyl 1-Phosphate Repeating Structures from Leishmania using the Phosphoramidite Method.

Authors:  Rintaro Iwata Hara; Aya Yaoita; Katsuya Takeda; Hiroaki Ueki; Ayumu Ishii; Hideyuki Imoto; Satoshi Kobayashi; Michi Sano; Mihoko Noro; Kazuki Sato; Takeshi Wada
Journal:  ChemistryOpen       Date:  2018-04-30       Impact factor: 2.911

2.  Stereoselective gold(I)-catalyzed approach to the synthesis of complex α-glycosyl phosphosaccharides.

Authors:  Xiaojuan Zhang; Yutong Yang; Jiahao Ding; Yun Zhao; Hongbin Zhang; Yugen Zhu
Journal:  Nat Commun       Date:  2022-01-20       Impact factor: 17.694

  2 in total

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