Identification of a sequence-dependent reversible acylation of tosylarginine in a peptidyl-resin reacted with isonicotinyl p-nitrophenylcarbonate - Research portal of Justus Liebig University Giessen:

Journal article

Identification of a sequence-dependent reversible acylation of tosylarginine in a peptidyl-resin reacted with isonicotinyl p-nitrophenylcarbonate

Authors list: Melnyk, O; Chaurand, P; Rommens, C; Drobecq, H; Wieruszeski, JM; Spengler, B; Gras-Masse, H

Publication year: 1998

Pages: 188-193

Journal: Journal of Peptide Research

Volume number: 51

Issue number: 3

ISSN: 1397-002X

Publisher: Blackwell Publishing Ltd

Abstract:
Ln this paper, we report on the identification of an unexpected acylation that occurred on the solid phase when a peptide containing an unprotected lysyl and a tosyl-protected arginyl residue was treated with a large excess of isonicotinyl p-nitrophenylcarbonate. NMR and matrix-assisted laser desorption/ionisation -post-source decay analysis of the purified peptide demonstrated the presence of one extra isonicotinyloxycarbonyl (iNoc) group located on the omega nitrogen atom of the arginine which was adjacent to the Lys(iNoc). The desired peptide was obtained by quantitative removal of the unwanted iNoc group during a brief treatment with diluted aqueous hydrazine.

Citation Styles

Harvard Citation style: Melnyk, O., Chaurand, P., Rommens, C., Drobecq, H., Wieruszeski, J., Spengler, B., et al. (1998) Identification of a sequence-dependent reversible acylation of tosylarginine in a peptidyl-resin reacted with isonicotinyl p-nitrophenylcarbonate, Journal of Peptide Research, 51(3), pp. 188-193

APA Citation style: Melnyk, O., Chaurand, P., Rommens, C., Drobecq, H., Wieruszeski, J., Spengler, B., & Gras-Masse, H. (1998). Identification of a sequence-dependent reversible acylation of tosylarginine in a peptidyl-resin reacted with isonicotinyl p-nitrophenylcarbonate. Journal of Peptide Research. 51(3), 188-193.