Identification of perhydro-1,4-thiazepine-3,5-dicarboxylic acid, cystathionine mono-oxo acids, cystathionine ketimines, cystathionine sulfoxide and N-acetylcystathionine sulfoxide in the urine sample of D,L-propargylglycine treated rats.
Novel cystathionine metabolites, perhydro-1,4-thiazepine-3,5-dicarboxylic acid (PHTZDC), cystathionine mono-oxo acids [S-(3-oxo-3-carboxy-n-propyl)cysteine and S-(2-oxo-2-carboxyethyl)homocysteine], cystathionine ketimines, cystathionine sulfoxide and N-acetylcystathionine sulfoxide were identified previously in the urine of patients with cystathioninuria. We have identified these compounds for the first time in the urine of D,L-propargylglycine-treated rats using LC/APCl-MS (liquid chromatography-mass spectrometry with an atmospheric pressure chemical ionization interface system) and an amino acid analyzer. Cystathionine mono-oxo acids and cystathionine ketimines were easily interconvertible depending on the pH of the solution. The excretion of PHTZDC, total cystathionine ketimine (cystathionine mono-oxo acids plus cystathionine ketimines), cystathionine sulfoxide and Nac-cystathionine sulfoxide in the rat urine increased in proportion to that of cystathionine content after D,L-propargylglycine administration.
Machida
Y
Y
Department of Pediatrics, Kochi Medical School, Japan.
Zhang
J
J
Hashimoto
K
K
Wakiguchi
H
H
Kurashige
T
T
Masuoka
N
N
Ubuka
T
T
Kodama
H
H
D000480:Alkynes; D000596:Amino Acids / Q000652:urine; D000818:Animals; D001711:Biotransformation; D002851:Chromatography, High Pressure Liquid; D003540:Cystathionine / Q000652:urine*; D003542:Cystathionine gamma-Lyase / Q000037:antagonists & inhibitors*; D004791:Enzyme Inhibitors / Q000493:pharmacokinetics*; D005998:Glycine / Q000031:analogs & derivatives* / Q000493:pharmacokinetics; D008297:Male; D013058:Mass Spectrometry; D010293:Pargyline / Q000031:analogs & derivatives* / Q000493:pharmacokinetics; D051381:Rats; D017208:Rats, Wistar
D000480:Alkynes; D000596:Amino Acids; D004791:Enzyme Inhibitors; D003540:Cystathionine; C009055:propargylglycine; D010293:Pargyline; D003542:Cystathionine gamma-Lyase; D005998:Glycine