Stereoisomers of allenic amines as inactivators of monoamine oxidase type B. Stereochemical probes of the active site
RA Smith, RL White, A Krantz
Index: Smith, Roger A.; White, Robert L.; Krantz, Allen Journal of Medicinal Chemistry, 1988 , vol. 31, # 8 p. 1558 - 1566
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Citation Number: 32
Abstract
The kinetics of inactivation of mitochondrial monoamine oxidase type B (MAO-B) by a series of 18 stereoisomers af tertiary a-allenic amines have been investigated in detail. The chirality of the allene group in N-methyl-N-aralkylpenta-2, 3-dienamines was found to have a profound effect on the inactivation rate, with the (R)-allenes being up to 200-fold more potent than their (S)-allenic counterparts. The ability of (S)-allenes to inactivate MA0 was ...
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