Incorporation of thioamide linkages into a growing peptide under SPPS conditions improved by salt effects.
Amino acid methyl dithioesters may be coupled in the presence of DMAP and salts to a growing peptide chain on a polymeric resin with high coupling yields and low racemization.
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Institute of Natural Product Chemistry, CNRS, Gif sur Yvette, France.
Mayer
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Thoret
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Michelot
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D015761:4-Aminopyridine / Q000031:analogs & derivatives; D000595:Amino Acid Sequence; D001559:Benzhydryl Compounds; D004952:Esters / Q000138:chemical synthesis / Q000737:chemistry; D008969:Molecular Sequence Data; D015394:Molecular Structure; D009842:Oligopeptides / Q000138:chemical synthesis* / Q000737:chemistry; D012117:Resins, Synthetic; D012492:Salts / Q000494:pharmacology; D013854:Thioamides / Q000737:chemistry*
C030545:4-methylbenzhydrylamine resin; D001559:Benzhydryl Compounds; D004952:Esters; D009842:Oligopeptides; D012117:Resins, Synthetic; D012492:Salts; D013854:Thioamides; D015761:4-Aminopyridine; C003885:4-dimethylaminopyridine