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On the regioselectivity of thioether formation by lacticin 481 synthetase.


ABSTRACT: Lantibiotic synthetases generate intramolecular thioether cross-links within peptides through the Michael-type addition of cysteines onto dehydroamino acids originating from Ser and Thr. Presented here is an assay that readily distinguishes between enzymatic and nonenzymatic formation of these cross-links. The results demonstrate unequivocally that lacticin 481 synthetase can generate non-native thioether cross-links.

SUBMITTER: Zhang X 

PROVIDER: S-EPMC2517117 | biostudies-literature | 2007 Aug

REPOSITORIES: biostudies-literature

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On the regioselectivity of thioether formation by lacticin 481 synthetase.

Zhang Xingang X   Ni Weijuan W   van der Donk Wilfred A WA  

Organic letters 20070725 17


Lantibiotic synthetases generate intramolecular thioether cross-links within peptides through the Michael-type addition of cysteines onto dehydroamino acids originating from Ser and Thr. Presented here is an assay that readily distinguishes between enzymatic and nonenzymatic formation of these cross-links. The results demonstrate unequivocally that lacticin 481 synthetase can generate non-native thioether cross-links. ...[more]

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