Interaction of chymotrypsin with carbetocin ([1-deamino-1-monocarba-2-O-methyltyrosine]-oxytocin).
The results of the present study describe the course of reaction and the products following chymotrypsin treatment of the oxytocin analogue carbetocin ([1-deamino-1-monocarba-2-O-methyltyrosine]-oxytocin). The metabolites were analyzed and identified through TLC, HPLC and mass spectrometry. The main product emerging after treatment of carbetocin with chymotrypsin is 9-desglycineamide carbetocin indicating preferential hydrolysis of the peptide bond between leucine at position 8 and carboxyterminal glycineamide. At the same time the stability of the bond between tyrosine at position 2 and isoleucine at position 3 appears significantly enhanced through the alkylation of the hydroxyl group of tyrosine.
Vilhardt
H
H
Department of Medical Physiology, Univesity of Copenhagen, Denmark.
Atke
A
A
Barthova
J
J
Ubik
K
K
Barth
T
T
D002851:Chromatography, High Pressure Liquid; D002918:Chymotrypsin / Q000032:analysis / Q000737:chemistry*; D003692:Delayed-Action Preparations; D004347:Drug Interactions; D005998:Glycine / Q000031:analogs & derivatives / Q000032:analysis / Q000737:chemistry; D007275:Injections, Intravenous; D010120:Oxytocics / Q000032:analysis / Q000737:chemistry*; D010121:Oxytocin / Q000031:analogs & derivatives* / Q000032:analysis / Q000737:chemistry; D014443:Tyrosine / Q000737:chemistry
D003692:Delayed-Action Preparations; D010120:Oxytocics; D014443:Tyrosine; C018556:glycine amide; D010121:Oxytocin; C020731:carbetocin; D002918:Chymotrypsin; D005998:Glycine