Literature DB >> 22784298

Facile synthesis of a library of Lyme disease glycolipid antigens.

Jean-d'Amour K Twibanire1, Raha Parvizi Omran, T Bruce Grindley.   

Abstract

A library of one of the two Lyme disease antigens, BbGL1, has been synthesized in four steps from D-galactose using BF(3)-promoted glycosylation of the peracetate to introduce the cholesteryl β-glycoside and TBTU-promoted esterification to add a range of fatty acids regioselectively at O-6 of D-galactose in good yield.

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Year:  2012        PMID: 22784298     DOI: 10.1021/ol301697c

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  2 in total

1.  Selective esterifications of primary alcohols in a water-containing solvent.

Authors:  Yong Wang; Bilal A Aleiwi; Qinghui Wang; Michio Kurosu
Journal:  Org Lett       Date:  2012-08-31       Impact factor: 6.005

2.  Tandem glycosyl iodide glycosylation and regioselective enzymatic acylation affords 6-O-tetradecanoyl-α-d-cholesterylglycosides.

Authors:  Ryan A Davis; James C Fettinger; Jacquelyn Gervay-Hague
Journal:  J Org Chem       Date:  2014-08-13       Impact factor: 4.354

  2 in total

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