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Total synthesis and stereochemical reassignment of tasiamide
Author(s) -
Ma ZhenHua,
Song Ni,
Li ChunXia,
Zhang Wei,
Wang Peng,
Li YingXia
Publication year - 2008
Publication title -
journal of peptide science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 66
eISSN - 1099-1387
pISSN - 1075-2617
DOI - 10.1002/psc.1051
Subject(s) - stereochemistry , chemistry , total synthesis , combinatorial chemistry
The total synthesis of a marine acyclic peptide tasiamide and three diastereomers was reported for the first time. The synthesis has led to a reassignment of the N α ‐Me‐ L ‐Gln of tasiamide to be N α ‐Me‐ D ‐Gln, which was supported by 1 H NMR, 13 C NMR, COSY, HMQC, HMBC, and optical rotation. Copyright © 2008 European Peptide Society and John Wiley & Sons, Ltd.