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Total Synthesis and Structural Establishment/Revision of Antibiotics A54145.
Chen, Delin; Chow, Hoi Yee; Po, Kathy Hiu Laam; Ma, Wenjie; Leung, Emily Lok Yee; Sun, Zhenquan; Liu, Ming; Chen, Sheng; Li, Xuechen.
Afiliação
  • Chen D; Department of Chemistry, State Key Laboratory of Synthetic Chemistry , The University of Hong Kong , Hong Kong , P. R. China.
  • Chow HY; Department of Chemistry, State Key Laboratory of Synthetic Chemistry , The University of Hong Kong , Hong Kong , P. R. China.
  • Po KHL; Department of Applied Biology and Chemical Technology, State Key Lab of Chiroscience , The Hong Kong Polytechnic University , Hung Hom, Kowloon, Hong Kong , P. R. China.
  • Ma W; Department of Chemistry, State Key Laboratory of Synthetic Chemistry , The University of Hong Kong , Hong Kong , P. R. China.
  • Leung ELY; Department of Chemistry, State Key Laboratory of Synthetic Chemistry , The University of Hong Kong , Hong Kong , P. R. China.
  • Sun Z; Department of Chemistry, State Key Laboratory of Synthetic Chemistry , The University of Hong Kong , Hong Kong , P. R. China.
  • Liu M; Department of Chemistry, State Key Laboratory of Synthetic Chemistry , The University of Hong Kong , Hong Kong , P. R. China.
  • Chen S; Department of Applied Biology and Chemical Technology, State Key Lab of Chiroscience , The Hong Kong Polytechnic University , Hung Hom, Kowloon, Hong Kong , P. R. China.
  • Li X; Department of Chemistry, State Key Laboratory of Synthetic Chemistry , The University of Hong Kong , Hong Kong , P. R. China.
Org Lett ; 21(14): 5639-5644, 2019 07 19.
Article em En | MEDLINE | ID: mdl-31265311
ABSTRACT
A54145 is a family of antibacterial cyclic lipodepsipeptides structurally resembling daptomycin. Since its discovery in 1990, only the ambiguous structures of the methoxy-aspartic acid (MeO-Asp) and the hydroxy-asparagine (HO-Asn) have been reported. We have developed efficient routes to obtain the fully protected l-MeO-Asp and l-HO-Asn building blocks compatible with Fmoc-SPPS, and a total synthesis of A54145 that enabled us to establish its structure, consisting of l-3S-HO-Asn and l-3R-MeO-Asp, revising the wrongly proposed structure of l-3S-MeO-Asp.
Assuntos

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Assunto principal: Antibacterianos Idioma: En Revista: Org Lett Assunto da revista: BIOQUIMICA Ano de publicação: 2019 Tipo de documento: Article

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Assunto principal: Antibacterianos Idioma: En Revista: Org Lett Assunto da revista: BIOQUIMICA Ano de publicação: 2019 Tipo de documento: Article
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