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Letter

Structure of (−)-Neodysidenin from Dysidea herbacea. Implications for Biosynthesis of 5,5,5-Trichloroleucine Peptides

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John B. MacMillan, Eugene K. Trousdale, and Tadeusz F. Molinski*

Department of Chemistry, University of California, One Shields Avenue, Davis, California 95616

Org. Lett., 2000, 2 (17), pp 2721–2723

DOI: 10.1021/ol006326u

Publication Date (Web): August 3, 2000

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, tfmolinski@ucdavis.edu

Abstract

Neodysidenin was isolated from the marine sponge Dysidea herbacea (Keller 1889) collected on the Great Barrier Reef. The complete configuration was obtained from a combination of methods, including capillary electrophoresis of Marfey's derivatives. Neodysidenin belongs to the l-series of trichloroleucine peptides, and the configuration of the N-methyl thiazolyl alanine residue (13R) is opposite to that of dysidenin.

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Published In Issue August 24, 2000
Received July 12, 2000

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Letter

Structure of (−)-Neodysidenin from Dysidea herbacea. Implications for Biosynthesis of 5,5,5-Trichloroleucine Peptides