Original scientific paper

IR Spectroscopy Study of the Amidation Reaction of N-(1-Azolecarbonyl)amino Acids on L-Phenylalanine Derivative Models

Marijana Zovko ; Faculty of Pharmacy and Biochemistry, A. Kovačića 1, 10 000 Zagreb, Croatia
Igor Kalčić ; Faculty of Pharmacy and Biochemistry, A. Kovačića 1, 10 000 Zagreb, Croatia
Branka Zorc ; Faculty of Pharmacy and Biochemistry, A. Kovačića 1, 10 000 Zagreb, Croatia
Ivan Butula ; Faculty of Pharmacy and Biochemistry, A. Kovačića 1, 10 000 Zagreb, Croatia

Abstract

Behaviour of N-(1-azolecarbonyl)-L-phenylalanine (Azc-Phe-OH, 1a-d) and L-phenylalanine N-carboxy anhydride (L-Phe-NCA, 6) in the presence of triethylamine (TEA) or cyclohexylamine was followed by IR spectroscopy. IR spectra were recorded in acetonitrile solutions. Attention was focused on characteristic absorptions of CO₂ (2340 cm–1) and Azc, COOH or the anhydride group (1850-1600 cm–1). The obtained results corroborate N-carboxy anhydride as an intermediate in amidation reactions of Azc-amino acids.

Keywords

N-(1-azolecarbonyl)amino acid; amino acid N-carboxy anhydride; polymerization; IR spectroscopy

Hrčak ID:

103172

URI

https://hrcak.srce.hr/103172

Publication date:

29.8.2003.

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