Stereochemistry of 1-(4'-hydroxyphenyl)ethanol produced by hydroxylation of 4-ethylphenol by p-cresol methylhydroxylase.

doi:10.1042/BJ2240617

Paper

Stereochemistry of 1-(4'-hydroxyphenyl)ethanol produced by hydroxylation of 4-ethylphenol by p-cresol methylhydroxylase.

Published Dec 1, 1984 · W. McIntire, David J. Hopper, John C. Craig

The Biochemical journal

Q1 SJR score

32

Citations

3

Influential Citations

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Abstract

Enzymic hydroxylation of 4-ethylphenol by (a) Pseudomonas putida and (b) highly purified p-cresol methylhydroxylase gave optically active 1-(4'-hydroxyphenyl)-ethanol. The products were transformed into the phenolic methyl ethers and shown to contain 69.5% and 65.6%, respectively, of the (S)-(-)-isomer. The stereochemistry of the reaction is discussed in terms of three distinct steps occurring at the active site of the enzyme.

Study Snapshot

The stereochemistry of 1-(4'-hydroxyphenyl)ethanol produced by hydroxylation of 4-ethylphenol by p-cresol methylhydroxylase involves three distinct steps, with 69.5% and 65.6% of the (S)-(-)-isomer in the products, respectively.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

Stereochemistry of 1-(4'-hydroxyphenyl)ethanol produced by hydroxylation of 4-ethylphenol by p-cresol methylhydroxylase.

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References

Citations

Biosynthetic Strategies of Berberine Bridge Enzyme-like Flavoprotein Oxidases toward Structural Diversification in Natural Product Biosynthesis

BBE-like oxidases from bacteria, fungal, and plants enable diverse natural product synthesis through four generalized modes of action, ranging from alcohol oxidation to amine and amide oxidation reactions.

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Vanillyl alcohol oxidase (VAO) from Penicillium simplicissimum plays a crucial role in cellular respiration and plays a crucial role in enantioselectivity, with recent computational studies revealing its structure and phylogenetic distribution.

Enzymes of anaerobic ethylbenzene and p-ethylphenol catabolism in ‘Aromatoleum aromaticum’: differentiation and differential induction

The anaerobic bacterium 'Aromatoleum aromaticum' strain EbN1 demonstrates distinct pathways for metabolizing ethylbenzene and p-ethylphenol, with specific enzymes involved in each pathway.

Production of a chiral alcohol, 1-(3,4-dihydroxyphenyl) ethanol, by mushroom tyrosinase

Mushroom tyrosinase produces a chiral alcohol, 1-(3,4-dihydroxyphenyl) ethanol, from a non-chiral substrate, making it the first chiral product produced by tyrosinase.

Oxidative Degradation of 4-Hydroxyacetophenone in Arthrobacter sp. TGJ4

Arthrobacter sp. TGJ4 effectively degrades 4-hydroxyacetophenone and its 3-methoxy derivative to carboxylic acids and formaldehyde in soil samples.

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Enzyme-mediated oxidations offer high selectivity, mild conditions, and green chemistry, making them a valuable tool for organic oxidation chemistry.

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Strain R5 transforms 4-alkylphenols with medium or long alkyl chains into oxidized products during nitrate reduction, potentially benefiting the environment.