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J Am Chem Soc. 2008 Jun 25;130(25):7822-3. doi: 10.1021/ja8029398. Epub 2008 May 31.

Engineered biosynthesis of antiprotealide and other unnatural salinosporamide proteasome inhibitors.

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  • 1Scripps Institution of Oceanography, University of California at San Diego, La Jolla, California 92093, USA.

Abstract

A new shunt in the phenylalanine biosynthetic pathway to the nonproteinogenic amino acid L-3-cyclohex-2'-enylalanine was exploited in the marine bacterium Salinispora tropica by mutagenesis to allow for the genetic engineering of unnatural derivatives of the potent proteasome inhibitor salinosporamide A (2) such as antiprotealide (1).

PMID:
18512922
PMCID:
PMC2814216
DOI:
10.1021/ja8029398
[PubMed - indexed for MEDLINE]
Free PMC Article
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