PMID: 3350010Mar 1, 1988

Substrate specificity, regiospecificity and stereospecificity of halogenation reactions catalyzed by non-heme-type bromoperoxidase of Corallina pilulifera

European Journal of Biochemistry
N ItohH Yamada

Abstract

Many organic compounds were found to be substrates for halogenation reactions catalyzed by the non-heme-type bromoperoxidase found in the red alga Corallina pilulifera. Anisole, 1-methoxynaphthalene and thiophene were converted to o and p-bromoanisoles, 1-methoxy-4-bromonaphthalene and 2-bromothiophene respectively. Regiospecificity of the enzymatic bromination of anisole was tested and found to be the same as in the chemical reaction with NaOBr. The enzyme also acted on substituted alkenes such as styrene, cyclohexene, trans-cinnamic acid, trans-cinnamyl alcohol and cis-propenylphosphonic acid, to give the respective bromohydrin compounds or decarboxylated bromo compound. These bromohydrin compounds were always mixtures of stereoisomers. In the light of the above findings together with the previous studies concerning the halogenation mechanism, the bromoperoxidase of C. pilulifera was considered to have no specific restriction site for these substrates.

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Jan 1, 1990·Biotechnology Advances·K H van Pée
Feb 18, 1999·Current Opinion in Chemical Biology·Jennifer Littlechild
Apr 30, 2011·Chemical Reviews·Daniela MontiSergio Riva
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May 4, 2017·Chemical Reviews·Jonathan LathamJason Micklefield
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Jun 20, 2018·Advanced Materials·Karoline HergetWolfgang Tremel
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Apr 25, 2018·Marine Biotechnology·Thillai PunithaJohn Beardall

Related Concepts

Bromohydrins
Vanadium peroxidase
Alcohols
Rhodophyta
Catalysis
High Pressure Liquid Chromatography Procedure
Thin Layer Chromatography
Decarboxylation
Halogens
Chromatography, Gas-Liquid-Mass Spectrometry

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