(Z)-3-(4-bromophenyl)-3-(3-pyridyl)allylamine as substrate for studies of myeloperoxidase activity.
(Z)-3-(4-Bromophenyl)-3-(3-pyridyl)allylamine (CPP 200) is transformed to the corresponding chloroimine by hypochlorite ion (ClO-) formed in the presence of myeloperoxidase. A scheme for this transformation is given. The influence of various compounds on this process has been studied. Cysteamine, cysteine and 6-chloro-3-hydrazino-pyridazine inhibited the transformation of CPP 200, while some p-hydroxyphenyl derivatives increased the rate of transformation of CPP 200. The increase seen on addition of the p-hydroxyphenyl derivatives is not a chloride-dependent reaction. Various mechanisms for the inhibiting effect as well as for the activating effect on the transformation of CPP 200 are discussed.
Lindvall
S
S
CNS, Preclinical R & D, Astra Arcus AB, Södertälje, Sweden.
Rydell
G
G
Johansson
L
L
Svensson
B E
BE
Ulff
B
B
D000082:Acetaminophen / Q000494:pharmacology; D002712:Chlorides / Q000378:metabolism; D002855:Chromatography, Thin Layer; D003543:Cysteamine / Q000494:pharmacology; D003545:Cysteine / Q000494:pharmacology; D008401:Gas Chromatography-Mass Spectrometry; D006997:Hypochlorous Acid / Q000378:metabolism; D009682:Magnetic Resonance Spectroscopy; D010226:Parabens / Q000494:pharmacology; D009195:Peroxidase / Q000737:chemistry / Q000378:metabolism*; D010648:Phenylacetates / Q000494:pharmacology; D010666:Phenylpropionates / Q000494:pharmacology; D011724:Pyridazines / Q000494:pharmacology; D013056:Spectrophotometry, Ultraviolet; D013379:Substrate Specificity; D015031:Zimeldine / Q000031:analogs & derivatives* / Q000737:chemistry / Q000378:metabolism
D002712:Chlorides; D010226:Parabens; D010648:Phenylacetates; D010666:Phenylpropionates; D011724:Pyridazines; C091650:3-chloro-6-hydrazino-pyridazine; D000082:Acetaminophen; D015031:Zimeldine; C008070:4-hydroxyphenylacetic acid; D003543:Cysteamine; C091651:3-(4-bromophenyl)-3-(3-pyridyl)allylamine; C008869:phloretic acid; D006997:Hypochlorous Acid; D009195:Peroxidase; C038193:4-hydroxybenzoic acid; D003545:Cysteine