title: Catalytic dehydrative S-allylation of cysteine-containing peptides in aqueous media toward lipopeptide chemistry.
abstract: Thiol-containing peptides and cysteine have been successfully S-allylated with various allyl alcohols in aqueous medium containing a catalytic amount of [CpRu(η(3)-C(3)H(5))(2-quinolinecarboxylato)]PF(6). Quick and easy install of 2-propen-l-ol having a long-chain alkyl group at C(2) facilitates the synthesis of a new series of artificial lipopeptides, indicating a potential application to synthetic biology.
authors.affiliation: Research Center for Materials Science and the Department of Chemistry, Nagoya University, Chikusa, Nagoya 464-8602, Japan.
authors.forename: Parasuraman
authors.initials: P
authors.lastname: Jaisankar
authors.forename: Shinji
authors.initials: S
authors.lastname: Tanaka
authors.forename: Masato
authors.initials: M
authors.lastname: Kitamura
mesh_terms: D002384:Catalysis; D003545:Cysteine / Q000737:chemistry*; D055666:Lipopeptides / Q000138:chemical synthesis / Q000737:chemistry*; D013455:Sulfur / Q000737:chemistry*; D014867:Water / Q000737:chemistry*
chemical_list: D055666:Lipopeptides; D014867:Water; D013455:Sulfur; D003545:Cysteine