Stereodirected Biocatalyzed Reduction of 4-Bromoacetophenone in (R)-(+)-1-(4-Bromophenyl)ethanol

Enantiomerically pure secondary alcohols are valuable building blocks in the asymmetric synthesis of low-molecular bioregulators. For example, (S)- and (R)-1-(4-bromophenyl)ethanols are used in the synthesis of compounds for phototherapy and fluorescent diagnostics of malignant tumors. Previously, we demonstrated the possibility of stereoselective synthesis of (S)-(–)-1-(4-bromophenyl)ethanol from p-bromoacetophenone using biocatalysts based on Daucus carota and Petroselinum crispum plant cells. In this paper, we investigated the possibility of stereodirected synthesis of (R)-(+)-1-(4-bromophenyl)ethanol in the enantioselective bioreduction reaction of prochiral p-bromoacetophenone using Phaseolus vulgaris plant cells possessing R-reductase activity, and studied the possibility of intensification of bioreduction using exogenous reducing agents.

Authors

Institutions

Publication Details

Journal
Russian Journal of General Chemistry
Published
2024-12-01
DOI
https://doi.org/10.1134/s1070363224130255
Primary Topic
Enzyme Catalysis and Immobilization
Type
article
Field-Weighted Citation Impact
0.00
Controls
|||
ALL TIME
JAN
FEB
MAR
APR
MAY
JUN
JUL
AUG
SEP
OCT
article

Stereodirected Biocatalyzed Reduction of 4-Bromoacetophenone in (R)-(+)-1-(4-Bromophenyl)ethanol

Nikolay Privalov, А. Р. Чанышева, В. В. Зорин
Russian Journal of General Chemistry
Enzyme Catalysis and Immobilization
article

Stereodirected Biocatalyzed Reduction of 4-Bromoacetophenone in (R)-(+)-1-(4-Bromophenyl)ethanol

Nikolay Privalov, А. Р. Чанышева, В. В. Зорин
article en

Abstract

Enantiomerically pure secondary alcohols are valuable building blocks in the asymmetric synthesis of low-molecular bioregulators. For example, (S)- and (R)-1-(4-bromophenyl)ethanols are used in the synthesis of compounds for phototherapy and fluorescent diagnostics of malignant tumors. Previously, we demonstrated the possibility of stereoselective synthesis of (S)-(–)-1-(4-bromophenyl)ethanol from p-bromoacetophenone using biocatalysts based on Daucus carota and Petroselinum crispum plant cells. In this paper, we investigated the possibility of stereodirected synthesis of (R)-(+)-1-(4-bromophenyl)ethanol in the enantioselective bioreduction reaction of prochiral p-bromoacetophenone using Phaseolus vulgaris plant cells possessing R-reductase activity, and studied the possibility of intensification of bioreduction using exogenous reducing agents.

Russian Journal of General ChemistryVol. 94(13)
Academy of Sciences of the Republic of Bashkortostan (RU), Ufa State Petroleum Technological University (RU)
Clean water and sanitation
Openalex Percentile: Top 78%
Enzyme Catalysis and Immobilization
AI Navigator

Ask Laika to Summarize, Analyze, and Connect papers live on the map.

Summarize Papers & Methodologies

Extract key findings, datasets, and comparative methods across publications.

Benchmark Rankings & Visual Analytics

Rank top research institutions, authors, funders, topics, and journals by Field-Weighted Citation Impact (FWCI) and paper volume with instant charts.

Connect Distant Disciplines

Bridge topological clusters on the map to find hidden collaborative intersections.