S. Neidleman, J. Geigert, D. Dalietos
1983
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Abstract
The enzymatic conversion of allyl alcohol to 2,3-bromochloro-, bromoiodo-, and fluoroiodo-l-propanols by various haloperoxidases is reported. This represents the first enzymatic transformation of an unhalogenated organic substrate to heterogeneous dihalide derivatives. Synthesis of the fluoroiodo-compound involves the first reported enzyme-associated fluorination. The mechanism appears to involve the oxidation and incorporation of a halide into allyl alcohol, followed by a non-enzymatic cascade reaction to insert the second and less reactive halide.