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A simple approach to the synthesis of a membrane teichoic acid fragment of Staphylococcus aureus

✍ Scribed by J. J. Oltvoort; C. A. A. van Boeckel; J. H. de Koning; J. H. van Boom

Publisher: Elsevier Science
Year: 2010
Tongue: English
Weight: 605 KB
Volume: 101
Category: Article
ISSN: 0165-0513
DOI: 10.1002/recl.19821010303

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✦ Synopsis

Abstract

The triflate procedure of Schmidt et al. enabled us to synthesize the glycolipid, 1,2‐di‐O‐stearoyl‐3‐O‐[6‐O‐(2,3,4‐tri‐O‐benzyl‐(3‐D‐glucopyranosyl)‐2,3,4‐tri‐O‐benzyl‐ß‐D‐glucopyranosyl)‐2,3,4‐tri‐O‐benzyl‐ß‐D‐glucopyranosyl]‐sn‐glycerolThe prefix sn stands for stereospecific numbering in accordance with the IUPAC recommendation, see: Eur. J. Bio‐chem. 2, 127 (1967).

. Phosphorylation of this compound with an activated and properly protected phosphatidyl derivative gave a phosphotriester derivative which, after deblocking of all protective groups, afforded a naturally occurring teichoic acid fragment.

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