Selenopeptide Transamidation and Metathesis | Zendy

Nathalie Ollivier | Zendy; Annick Blanpain | Zendy; Emmanuelle Boll | Zendy; Laurent Raibaut | Zendy; Hervé Drobecq | Zendy; Oleg Melnyk | Zendy

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Selenopeptide Transamidation and Metathesis

Author(s) -

Nathalie Ollivier,

Annick Blanpain,

Emmanuelle Boll,

Laurent Raibaut,

Hervé Drobecq,

Oleg Melnyk

Publication year - 2014

Publication title -

organic letters

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.94

H-Index - 239

eISSN - 1523-7060

pISSN - 1523-7052

DOI - 10.1021/ol501866j

Subject(s) - tcep , chemistry , metathesis , combinatorial chemistry , residue (chemistry) , catalysis , salt metathesis reaction , organic chemistry , polymer , phosphine , polymerization

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.

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