Synthesis and assignment of stereochemistry of the antibacterial cyclic peptide xenematide

被引:19
|
作者
Hung, Kuo-yuan [1 ]
Harris, Paul W. R. [1 ]
Heapy, Amanda M. [1 ]
Brimble, Margaret A. [1 ]
机构
[1] Univ Auckland, Dept Chem, Auckland, New Zealand
关键词
RESISTANCE;
D O I
10.1039/c0ob00315h
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of the antimicrobial cyclic peptide xenematide was accomplished by Fmoc solid phase peptide synthesis and the key esterification reaction was achieved using a modified Yamaguchi esterification. Comparison of the optical rotation and NMR data of the synthesized diastereomers to that of the natural product confirmed the structure of xenematide to be PA-L-[Thr-L-Trp-D-Trp-beta-Ala]. (PA = phenylacetyl).
引用
收藏
页码:236 / 242
页数:7
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