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A serendipitous discovery of isomotuporin-containing sponge populations of Theonella swinhoei.


ABSTRACT: An in-depth LCMS examination of 14 different collections of Indo-Pacific Theonella swinhoei sponges resulted in the discovery of four diastereomeric analogues of the cyclic pentapeptide motuporin. These motuporin analogues all contain a novel 2R configuration for the Adda amino acid. Additionally, one analogue has a unique nonoxygenated Adda amino acid. In all, 15 different compounds were observed by LCMS or isolated. The stereochemistries of the constituent amino acids were determined through a combination of the advanced Marfey technique and 1H NMR data.

SUBMITTER: Wegerski CJ 

PROVIDER: S-EPMC4028065 | biostudies-literature | 2007 Jan

REPOSITORIES: biostudies-literature

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A serendipitous discovery of isomotuporin-containing sponge populations of Theonella swinhoei.

Wegerski Christopher J CJ   Hammond Joshua J   Tenney Karen K   Matainaho Teatulohi T   Crews Phillip P  

Journal of natural products 20070101 1


An in-depth LCMS examination of 14 different collections of Indo-Pacific Theonella swinhoei sponges resulted in the discovery of four diastereomeric analogues of the cyclic pentapeptide motuporin. These motuporin analogues all contain a novel 2R configuration for the Adda amino acid. Additionally, one analogue has a unique nonoxygenated Adda amino acid. In all, 15 different compounds were observed by LCMS or isolated. The stereochemistries of the constituent amino acids were determined through a  ...[more]

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