H. Vilhardt et al., INTERACTION OF CHYMOTRYPSIN WITH CARBETOCIN -DEAMINO-1-MONOCARBA-2-O-METHYLTYROSINE]-OXYTOCIN), Pharmacology & toxicology, 81(3), 1997, pp. 147-150
The results of the present study describe the course of reaction and t
he products following chymotrypsin treatment of the oxytocin analogue
carbetocin deamino-1-monocarba-2-O-methyltyrosine]-oxytocin). The meta
bolites were analyzed and identified through TLC, HPLC and mass spectr
ometry. The main product emerging after treatment of carbetocin with c
hymotrypsin is 9-desglycineamide carbetocin indicating preferential hy
drolysis of the peptide bond between leucine at position 8 and carboxy
terminal glycineamide. At the same time the stability of the bond betw
een tyrosine at position 2 and isoleucine at position 3 appears signif
icantly enhanced through the alkylation of the hydroxyl group of tyros
ine.