Boyd, Derek R.; Sharma, Narain D.; Harrison, John S.; Malone, John. F.; McRoberts, W. Colin; Hamilton, John T. G.; Harper, David B. published the artcile< Enzyme-catalyzed synthesis and reactions of benzene oxide/oxepine derivatives of methyl benzoates>, Related Products of 22717-55-1, the main research area is Phellinus enzyme benzoate ester metabolism.
A series of twelve benzoate esters was metabolized, by species of the Phellinus genus of wood-rotting fungi, to yield the corresponding benzyl alc. derivatives and eight salicylates. The isolation of a stable oxepine metabolite, from Me benzoate, allied to evidence of the migration and retention of a carbomethoxy group (the NIH Shift), during enzyme-catalyzed ortho-hydroxylation of alkyl benzoates to form salicylates, is consistent with a mechanism involving an initial arene epoxidation step. This mechanism was confirmed by the isolation of a remarkably stable, optically active, substituted benzene oxide metabolite of Me 2-(trifluoromethyl)benzoate, which slowly converted into the racemic form. The arene oxide was found to undergo a cycloaddition reaction with 4-phenyl-1,2,4-triazoline-3,5-dione to yield a crystalline cycloadduct whose structure and racemic nature was established by X-ray crystallog. The metabolite was also found to undergo some novel benzene oxide reactions, including epoxidation to give an anti-diepoxide, base-catalyzed hydrolysis to form a trans-dihydrodiol and acid-catalyzed aromatization to yield a salicylate derivative via the NIH Shift of a carbomethoxy group.
Organic & Biomolecular Chemistry published new progress about Enzymes Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 22717-55-1 belongs to class chlorides-buliding-blocks, and the molecular formula is C8H7ClO3, Related Products of 22717-55-1.
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics