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Mycothiol synthesis by an anomerization reaction through endocyclic cleavage.

ABSTRACT: Mycothiol is found in Gram-positive bacteria, where it helps in maintaining a reducing intracellular environment and it plays an important role in protecting the cell from toxic chemicals. The inhibition of the mycothiol biosynthesis is considered as a treatment for tuberculosis. Mycothiol contains an α-aminoglycoside, which is difficult to prepare stereoselectively by a conventional glycosylation reaction. In this study, mycothiol was synthesized by an anomerization reaction from an easily prepared β-aminoglycoside through endocyclic cleavage.

SUBMITTER: Manabe S

PROVIDER: S-EPMC4778527 | biostudies-literature | 2016

REPOSITORIES: biostudies-literature

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Mycothiol synthesis by an anomerization reaction through endocyclic cleavage.

Manabe Shino S Ito Yukishige Y

Beilstein journal of organic chemistry 20160222

Mycothiol is found in Gram-positive bacteria, where it helps in maintaining a reducing intracellular environment and it plays an important role in protecting the cell from toxic chemicals. The inhibition of the mycothiol biosynthesis is considered as a treatment for tuberculosis. Mycothiol contains an α-aminoglycoside, which is difficult to prepare stereoselectively by a conventional glycosylation reaction. In this study, mycothiol was synthesized by an anomerization reaction from an easily prep ...[more]

PMID: 26977192

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