Abstract
α-Ketocarbonyl peptides were generated from peptide precursors on solid support via a metal-ion-catalyzed transamination. The reaction proceeded to completion within 2 h with glyoxylate as electrophile and copper(II) ions as catalyst in an aqueous acetate buffer at pH 5.5-6.0. The variety of naturally occurring α-amino acid substrates gave rise to a diverse set of differentially functionalized ketones. The highly reactive terminal ketocarbonyls were prone to aldol-type dimerization and could be transferred into stable moieties by oxime formation, reduction to the alcohol, or reductive amination, respectively. The α-ketocarbonyl peptides were efficient in nucleophilic addition of C-nucleophiles such as phosphono-ylides and allylsilanes.
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CITATION STYLE
Hien, A., & Lafontant, J. (2013). Iniquités de santé en milieu minoritaire: diagnostic de la situation chez les immigrants francophones de Sudbury. Canadian Journal of Public Health, 104(S6), S75–S78. https://doi.org/10.17269/cjph.104.3472
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