title: 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.
authors.affiliation: Synthetic Cellular Chemistry Lab, RIKEN, Hirosawa, Wako, Saitama 351-0198, Japan.
authors.forename: Shino
authors.initials: S
authors.lastname: Manabe
authors.affiliation: Synthetic Cellular Chemistry Lab, RIKEN, Hirosawa, Wako, Saitama 351-0198, Japan.
authors.forename: Yukishige
authors.initials: Y
authors.lastname: Ito
keywords: aminoglycoside; anomerization; endocyclic cleavage reaction; inositol; mycothiol