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Neighboring group migration in enzyme-mediated halohydrin formation.

Enzymatic halogenation of the double bond in allyl halides was influenced by intramolecular participation of the allylic halogen in the substrate molecule. Migration of the allylic halogen to the central carbon atom was observed in the enzymatic chlorination of allyl bromide, but not in the enzymatic bromination of allyl chloride. These results parallel the neighboring group effects observed for non-enzymatic halogenation of allyl halides.

Allyl Compounds↗

The mechanism of the hypolipidemic effect of garlic oil extract in rats fed on high sucrose and alcohol diets.

The effect of feeding garlic oil to white albino rats maintained on high sucrose and alcohol diets was studied. It is proposed that the mechanism of the hypolipidemic effect of the oil involves the active principle, diallyl disulphide, inactivating enzymes and substrates containing thiol groups in an exchange reaction; increased hydrolysis of triacylglycerols as increased lipase activity is induced by the oil; and the reduction in the biosynthesis of triacylglycerols as NADPH is made unavailable for the process by the metabolism of the oil.

Allyl Compounds↗