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Title: Synthesis of Nα-protected peptide acids by the N → C chain extension employing O,N-bis-trimethylsilyl-amino acids using the mixed anhydride method
Authors: Tantry, Subramanyam J
Babu, Vommina V Suresh
Issue Date: Jun-2004
Publisher: NISCAIR-CSIR, India
IPC Code: Int.Cl.7 C 07 K1/00
Abstract: Synthesis of Nα -protected peptide acids employing N → C extension strategy using in situ generated X-NH-CHR'-COO-CO-iBu and O,N-bis-trimethylsilyl-amino acids has been accomplished. The coupling is very rapid and efficient. The yield and purity of the peptide acids obtained are good. The coupling, as determined by the HPLC analysis of the two diastereomeric dipeptide acids Fmoc-L-Phg-Phe-OH and Fmoc-D-Phg-Phe-OH prepared by this method is found to be free from racemization. The same strategy has been further extended to the synthesis of the known α-helical peptide segment H-Val-Ala-Leu-Val-Ala-Leu-OH. During its synthesis all the intermediate peptide fragments have been isolated and characterized by the 1H NMR and mass spectra.
Page(s): 1282-1287
ISSN: 0975-0983(Online); 0376-4699(Print)
Appears in Collections: IJC-B Vol.43B(06) [June 2004]

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