Total Synthesis and Structural Establishment/Revision of Antibiotics A54145

Research output: Journal Publications and Reviews (RGC: 21, 22, 62) › 21_Publication in refereed journal › peer-review

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Author(s)

  • Delin Chen
  • Hoi Yee Chow
  • Kathy Hiu Laam Po
  • Wenjie Ma
  • Emily Lok Yee Leung
  • Zhenquan Sun
  • Ming Liu
  • Xuechen Li

Detail(s)

Original languageEnglish
Pages (from-to)5639-5644
Journal / PublicationOrganic Letters
Volume21
Issue number14
Online published2 Jul 2019
Publication statusPublished - 19 Jul 2019
Externally publishedYes

Link(s)

DOI

DOI
Check@CityULib
Link to Scopus https://www.scopus.com/record/display.uri?eid=2-s2.0-85069847781&origin=recordpage
Permanent Link https://scholars.cityu.edu.hk/en/publications/publication(c0bf480c-0397-46df-9eda-02abba1b8aee).html

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.

Citation Format(s)

[ RIS ] [ BibTeX ]

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.

In: Organic Letters, Vol. 21, No. 14, 19.07.2019, p. 5639-5644.

Research output: Journal Publications and Reviews (RGC: 21, 22, 62) › 21_Publication in refereed journal › peer-review