22912-53-4Relevant articles and documents
Inactivation of mitochondrial monoamine oxidase B by methylthio-substituted benzylamines
Lu, Xingliang,Rodriguez, Maria,Gu, Wenxin,Silverman, Richard B.
, p. 4423 - 4430 (2003)
Mitochondrial monoamine oxidase was inactivated by o-mercaptobenzylamine (1) and o- (2) and p-methylthiobenzylamine (5). Experiments were carried out to provide evidence for possible mechanisms of inactivation. The corresponding o- (3) and p-hydroxybenzylamine (4) are not inactivators. Four radiolabeled analogues of 2 and 5, having radioactivity at either the methyl or benzyl groups, were synthesized, and all were shown to incorporate multiple equivalents of radioactivity into the enzyme. Inactivation in the presence of an electrophile scavenger decreased the number of molecules incorporated, but still multiple molecules became incorporated; catalase did not further reduce the number of inactivator molecules bound. Two inactivation mechanisms are proposed, one involving a nucleophilic aromatic substitution (SNAr) mechanism and the other a dealkylation mechanism. Evidence for both mechanisms is that inactivation leads to reduction of the flavin (oxidation of the inactivator), but upon denaturation the flavin is reoxidized, indicating that attachment is not at the flavin. A cysteine titration indicates the loss of four cysteines after inactivation and denaturation. Support for the S NAr mechanism was obtained by showing that o- and p-chlorobenzylamine also inactivate MAO. Chemical model studies were carried out that also support both SNAr and dealkylation mechanisms.
Kinetics and mechanism of the oxidation of organic sulfides by quinolinium fluorochromate
Bhandari, Abhinav,Sharma, Pradeep. K.,Banerji, Kalyan K.
, p. 653 - 675 (2007/10/03)
The oxidation of organic sulfides by quinolinium fluorochromate (QFC), to the corresponding sulfoxides, is first order with respect to QFC. Michaelis-Menten type kinetics were observed with respect to the sulfide. The correlation analyses of the rate of t
Kinetics and Mechanism of the Oxidation of Organic Sulfides by Bis(2,2′-bipyridyl)copper(II) Permanganate
Bohra, Anupama,Sharma, Pradeep K.,Banerji, Kalyan K.
, p. 3562 - 3567 (2007/10/03)
The oxidation of 34 sulfides by bis(2,2′-bipyridyl)copper(II) permanganate (BBCP) resulted in the formation of the corresponding sulfoxide. The reaction is first order with respect to BBCP. Michaelis-Menten type kinetics were observed with respect to the