Lu, Xingliang; Silverman, Richard B. published the artcile< Monoamine Oxidase B-Catalyzed Reactions of cis- and trans-5-Aminomethyl-3-(4-Methoxyphenyl)dihydrofuran-2(3H)-ones. Evidence for a Reversible Redox Reaction>, Related Products of 52244-70-9, the main research area is monoamine oxidase B reversible redox reaction.
Monoamine oxidase B (MAO B) was previously shown to catalyze the decarboxylation of cis- and trans-5-(aminomethyl)-3-(4-methoxyphenyl)dihydrofuran-2(3H)-one hydrochloride. By [14C]-labeling of the aryl methoxyl group, it is now shown that the decarboxylated product is 4-(4-methoxyphenyl)butanal, which is in the same oxidation state as the substrate. Two other products are produced, 4-carboxy-4-(4-methoxyphenyl)butanal, and 5-formyl-3-(4-methoxyphenyl)dihydrofuran-2(3H)-one. Only 5-formyl-3-(4-methoxyphenyl)dihydrofuran-2(3H)-one is an oxidation product; 4-(4-methoxyphenyl)butanal and 4-carboxy-4-(4-methoxyphenyl)butanal are in the same oxidation state as the substrate. No products are detected under strictly anaerobic conditions. All of these products can be rationalized as arising from the formation of an α-carbon radical, generated either by single-electron amine oxidation and loss of a proton or direct hydrogen atom abstraction. This intermediate then can undergo second electron oxidation and hydrolysis of the iminium ion to give 5-formyl-3-(4-methoxyphenyl)dihydrofuran-2(3H)-one (the normal oxidation product). However, it also can suffer either homolytic C-O bond cleavage, decarboxylation, and electron return from the active site to give 4-(4-methoxyphenyl)butanal or heterolytic cleavage and electron return from the active site to give 4-carboxy-4-(4-methoxyphenyl)butanal. 5-(4-Methoxyphenyl)tetrahydrofuran-2-ol, an oxidation product from the intermediate that leads to 4-(4-methoxyphenyl)butanal, is not detected. These results suggest that MAO B can catalyze reversible redox reactions.
Journal of the American Chemical Society published new progress about Reaction mechanism. 52244-70-9 belongs to class ethers-buliding-blocks, and the molecular formula is C11H16O2, Related Products of 52244-70-9.
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem