Rapid Preparation of Mycobacterium  N‐ Glycolyl Lipid I and Lipid II Derivatives: A Biocatalytic Approach | Zendy

Chen KuoTing | Zendy; Kuan YeChing | Zendy; Fu WeiChen | Zendy; Liang PiHui | Zendy; Cheng TingJen R. | Zendy; Wong ChiHuey | Zendy; Cheng WeiChieh | Zendy

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Rapid Preparation of Mycobacterium N‐ Glycolyl Lipid I and Lipid II Derivatives: A Biocatalytic Approach

Author(s) -

Chen KuoTing,

Kuan YeChing,

Fu WeiChen,

Liang PiHui,

Cheng TingJen R.,

Wong ChiHuey,

Cheng WeiChieh

Publication year - 2013

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.201203251

Subject(s) - mycobacterium tuberculosis , biocatalysis , chemistry , mycobacterium , lipid a , computational biology , biochemistry , bacteria , combinatorial chemistry , tuberculosis , biology , catalysis , medicine , genetics , reaction mechanism , pathology

Breaking down barriers : A rapid, inexpensive preparation of the structurally complex mycobacterial N‐ glycolyl Lipid I, Lipid II, and their analogues from a range of different synthetic N‐ glycolyl and N ‐glycinyl Park's nucleotides is described (see scheme). The biotransformations were catalyzed by a readily available biocatalyst obtained from a bacterial cell‐free membrane fraction. The unnatural N ‐glycinyl Lipid II was found to be a substrate of Mycobacterium tuberculosis ( Mtb ) transglycosylase, PonA, and N‐ glycolyl Lipid I was a weak inhibitor against PonA.

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