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
Author(s)
Detail(s)
Original language | English |
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Pages (from-to) | 5639-5644 |
Journal / Publication | Organic Letters |
Volume | 21 |
Issue number | 14 |
Online published | 2 Jul 2019 |
Publication status | Published - 19 Jul 2019 |
Externally published | Yes |
Link(s)
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)
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