Biocatalytic resolution of glycidyl phenyl ether using a novel epoxide hydrolase from a marine bacterium, Rhodobacterales bacterium HTCC2654 SCIE SCOPUS

Cited 24 time in WEB OF SCIENCE Cited 24 time in Scopus
Title
Biocatalytic resolution of glycidyl phenyl ether using a novel epoxide hydrolase from a marine bacterium, Rhodobacterales bacterium HTCC2654
Author(s)
Woo, Jung-Hee; Kang, Ji-Hyun; Hwang, Young-Ok; Cho, Jang-Cheon; Kim, Sang-Jin; Kang, Sung Gyun
KIOST Author(s)
Kang, Sung Gyun(강성균)
Publication Year
2010-06
Abstract
As a continuous effort of developing highly enantioselective epoxide hydrolase from marine microorganisms, it was found that Rhodobacterales bacterium HTCC2654 was highly enantioselective toward racemic glycidyl phenyl ether (GPE). An open reading frame (ORF) encoding a putative epoxide hydrolase (EHase) was cloned from the genome of R. bacterium HTCC2654, followed by expression and purification in Escherichia coli. The purified EHase (REH) hydrolyzed (S)-GPE preferentially over (R)-GPE. Enantiopure (R)-GPE from kinetic resolution of 29.2 mM racemic GPE using the purified REH could be obtained with enantiopurity of more than 99.9% enantiomeric excess (ee) and 38.4% yield (theoretical, 50%) within 20 min (enantiomeric ratio (E-value): 38.4). The enantioselective activity of REH toward GPE was also confirmed by the analysis of the vicinal diol, 3-phenoxy-1,2-propanediol. To our knowledge, this study demonstrates the highest enantioselective resolution of racemic GPE using a purified biocatalyst among the known native EHases. (C) 2009, The Society for Biotechnology, Japan. All rights reserved.
ISSN
1389-1723
URI
https://sciwatch.kiost.ac.kr/handle/2020.kiost/4093
DOI
10.1016/j.jbiosc.2009.11.019
Bibliographic Citation
JOURNAL OF BIOSCIENCE AND BIOENGINEERING, v.109, no.6, pp.539 - 544, 2010
Publisher
SOC BIOSCIENCE BIOENGINEERING JAPAN
Subject
AGROBACTERIUM-RADIOBACTER AD1; BACILLUS-MEGATERIUM ECU1001; CATALYTIC MECHANISM; KINETIC RESOLUTION; SEQUENCE ALIGNMENT; ENCODING GENE; CLONING; EXPRESSION; ENANTIOSELECTIVITY; ERYTHROBACTER
Keywords
Glycidyl phenyl ether; Enantioselective; Epoxide hydrolase; Marine microorganism; Kinetic resolution
Type
Article
Language
English
Document Type
Article
Publisher
SOC BIOSCIENCE BIOENGINEERING JAPAN
Related Researcher
Research Interests

marine biotechnology,microbiology,해양생명공학,미생물학

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