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Selenopeptide transamidation and metathesis.

ABSTRACT: Selenopeptides can be transamidated by cysteinyl peptides in water using mild conditions (pH 5.5, 37 °C) in the presence of an arylthiol catalyst. Similar conditions also catalyze the metathesis of selenopeptides. The usefulness of the selenophosphine derived from TCEP (TCEP═Se) for inhibiting the TCEP-induced deselenization of selenocysteine residue is also reported.

SUBMITTER: Ollivier N 

PROVIDER: S-EPMC4120982 | biostudies-literature | 2014 Aug

REPOSITORIES: biostudies-literature

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Selenopeptide transamidation and metathesis.

Ollivier Nathalie N   Blanpain Annick A   Boll Emmanuelle E   Raibaut Laurent L   Drobecq Hervé H   Melnyk Oleg O  

Organic letters 20140714 15

Selenopeptides can be transamidated by cysteinyl peptides in water using mild conditions (pH 5.5, 37 °C) in the presence of an arylthiol catalyst. Similar conditions also catalyze the metathesis of selenopeptides. The usefulness of the selenophosphine derived from TCEP (TCEP═Se) for inhibiting the TCEP-induced deselenization of selenocysteine residue is also reported. ...[more]