Literature DB >> 24953248

Strategies for desymmetrising trehalose to synthesise trehalose glycolipids.

Chia-Hui Wu1, Cheng-Chung Wang.   

Abstract

The desymmetrisation and regioselective protection of trehalose are major challenges in the chemical synthesis of biologically essential trehalose glycolipids. We reviewed the literature on desymmetrising trehalose to synthesise trehalose glycolipids and highlighted an efficient regioselective 6-O-phosphorylation method that can be applied to synthesise asymmetric trehalose glycolipids.

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Year:  2014        PMID： 24953248     DOI： 10.1039/c4ob00587b

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN： 1477-0520            Impact factor:   3.876


  3 in total

1.  Imaging Mycobacterial Trehalose Glycolipids.

Authors:  Mireille Kamariza; Peyton Shieh; Carolyn R Bertozzi
Journal:  Methods Enzymol       Date:  2017-11-21       Impact factor: 1.600

2.  AuCl3-Catalyzed Hemiacetal Activation for the Stereoselective Synthesis of 2-Deoxy Trehalose Derivatives.

Authors:  Robin Jeanneret; Carlo Walz; Maarten van Meerbeek; Sarah Coppock; M Carmen Galan
Journal:  Org Lett       Date:  2022-08-22       Impact factor: 6.072

3.  Asymmetric Total Synthesis of Mycobacterial Diacyl Trehaloses Demonstrates a Role for Lipid Structure in Immunogenicity.

Authors:  Mira Holzheimer; Josephine F Reijneveld; Alexandrea K Ramnarine; Georgios Misiakos; David C Young; Eri Ishikawa; Tan-Yun Cheng; Sho Yamasaki; D Branch Moody; Ildiko Van Rhijn; Adriaan J Minnaard
Journal:  ACS Chem Biol       Date:  2020-04-24       Impact factor: 5.100
  3 in total

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