Peptide coupling of unprotected amino acids through in situ p-nitrophenyl ester formation
Several series of dipeptides and tripeptides were prepared via an activation-coupling method involving the in situ formation of a p-nitrophenyl ester of an (N-protected) amino acid, followed by coupling with an unprotected amino acid in partially aqueous solutions. The resulting peptide is easily isolated by precipitation. In general, the yields obtained are good to excellent and racemization is minimal. This method is particularly advantageous with respect to its simplicity and lack of obligatory side chain protection/deprotection steps.
Gagnon, Paul,Huang, Xicai,Therrien, Eric,Keillor, Jeffrey W.
Active Esters of 9-Fluorenylmethyloxycarbonyl Amino Acids and Their Application in the Stepwise Lengthening of a Peptide Chain
Preparation and properties of p-nitrophenyl esters of several 9-fluorenylmethyloxycarbonyl (Fmoc) amino acids are described.The Fmoc derivatives of the hindered amino acids valine and isoleucine were converted to the more reactive o-nitrophenyl esters whi
Bodanszky, Agnes,Bodanszky, Miklos,Chandramouli, Nagarajan,Kwei, Joseph Z.,Martinez, Jean,Tolle, John C.
p. 72 - 76
(2007/10/02)
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