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Total synthesis and stereochemical reassignment of tasiamide.

Authors
Type
Published Article
Journal
Journal of peptide science : an official publication of the European Peptide Society
Publication Date
Volume
14
Issue
10
Pages
1139–1147
Identifiers
DOI: 10.1002/psc.1051
PMID: 18618900
Source
Medline
License
Unknown

Abstract

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(alpha)-Me-L-Gln of tasiamide to be N(alpha)-Me-D-Gln, which was supported by 1H NMR, 13C NMR, COSY, HMQC, HMBC, and optical rotation.

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