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Yao Nie et al.
Organic & biomolecular chemistry, 9(11), 4070-4078 (2011-04-21)
The application of biocatalysis to the synthesis of chiral molecules is one of the greenest technologies for the replacement of chemical routes due to its environmentally benign reaction conditions and unparalleled chemo-, regio- and stereoselectivities. We have been interested in
Yanbin Liu et al.
Journal of industrial microbiology & biotechnology, 33(4), 274-282 (2005-12-02)
A microorganism with the ability to catalyze the resolution of racemic phenyloxirane was isolated and identified as Aspergillus niger SQ-6. Chiral capillary electrophoresis was successfully applied to separate both phenyloxirane and phenylethanediol. The epoxide hydrolase (EH) involved in this resolution
Lingyun Rui et al.
Applied and environmental microbiology, 71(7), 3995-4003 (2005-07-08)
DNA shuffling and saturation mutagenesis of positions F108, L190, I219, D235, and C248 were used to generate variants of the epoxide hydrolase of Agrobacterium radiobacter AD1 (EchA) with enhanced enantioselectivity and activity for styrene oxide and enhanced activity for 1,2-epoxyhexane
Yawei Geng et al.
Wei sheng wu xue bao = Acta microbiologica Sinica, 50(1), 60-66 (2010-03-30)
A novel (S)-specific carbonyl reductase gene (scr II) was cloned from the genome of Candida parapsilosis CCTCC M203011, and its catalytic function for the biotransformation of chiral alcohol was verified. The possible carbonyl reductase gene scr II was amplified by
Shuijie Shen et al.
Analytical biochemistry, 386(2), 186-193 (2008-12-30)
Styrene and 1,3-butadiene are important intermediates used extensively in the plastics industry. They are metabolized mainly through cytochrome P450-mediated oxidation to the corresponding epoxides, which are subsequently converted to diols by epoxide hydrolase or through spontaneous hydration. The resulting styrene
L Yang et al.
Se pu = Chinese journal of chromatography, 17(4), 335-338 (2003-01-30)
Cellulose membrane bonded with four commonly used hydrophobic groups, octyl, butyl, phenyl and polyethylene glycol was first investigated for their binding and purification characteristics of protein and enzyme with octyl- and phenyl-Sepharose CL-4 B as controls. Hydrophobic membranes bound BSA
F Cedrone et al.
Biotechnology letters, 27(23-24), 1921-1927 (2005-12-06)
Focusing on directed evolution to tailor enzymes as usable biocatalysts for fine chemistry, we have studied in detail several colorimetric assays for quantitative analysis of epoxide hydrolase (EH) activity. In particular, two assays have been optimized to characterize variants issued
Qingsen Hu et al.
Bioresource technology, 101(22), 8502-8508 (2010-07-16)
Saccharomyces cerevisiae JUC15 was successfully obtained by target reaction-oriented screening, which reduced 2-hydroxy-1-phenylethanone (HPE) to (R)-phenyl-1,2-ethanediol ((R)-PED) of excellent enantiomeric excess (e.e. >99.9%). There was no significant decrease in the yield and optical purity of (R)-PED when the free cells
Diana Poli et al.
Chemical research in toxicology, 17(1), 104-109 (2004-01-20)
A solid phase microextraction (SPME) gas chromatography/mass spectrometry (GC/MS) method was developed to assess actual doses of highly reactive organic compounds like styrene oxide (SO) in exposed cell cultures. Using SPME, we set up a method to measure accurately extracellular
Yao Nie et al.
Journal of microbiology and biotechnology, 19(1), 65-71 (2009-02-05)
Microbial oxidoreductive systems have been widely used in asymmetric syntheses of optically active alcohols. However, when reused in multi-batch reaction, the catalytic efficiency and sustainability of non-growing cells usually decreased because of continuous consumption of required cofactors during the reaction
Y Nie et al.
Letters in applied microbiology, 44(5), 555-562 (2007-04-25)
To purify and characterize the (R)-specific carbonyl reductase from Candida parapsilosis; to compare the enzyme with other stereospecific oxidoreductases; and to develop an available procedure producing optically active (R)-1-phenyl-1,2-ethanediol (PED). An (R)-specific carbonyl reductase was found and purified from C.
G P Carlson
Journal of toxicology and environmental health. Part A, 61(8), 709-717 (2001-01-02)
Styrene is a widely used chemical that has been shown to cause lung tumors in mice but not in rats. Styrene toxicity appears to be related to its bioactivation to styrene oxide, and this occurs almost exclusively in Clara cells.
Rongzhen Zhang et al.
Bioresource technology, 102(2), 483-489 (2010-09-14)
An (S)-specific carbonyl reductase (SCRII) was purified to homogeneity from Candida parapsilosis by following an anti-Prelog reducing activity of 2-hydroxyacetophenone. Peptide mass fingerprinting analysis shows SCRII belongs to short-chain dehydrogenase/reductase family. Its coding gene was cloned and overexpressed in Escherichia
O Spiegelstein et al.
Pharmaceutical research, 17(2), 216-221 (2000-04-06)
The purpose of this study was to evaluate the in vitro inhibitory potency of various amide analogues and derivatives of valproic acid toward human microsomal epoxide hydrolase (mEH). mEH inhibition was evaluated in human liver microsomes with 25 microM (S)-(+)-styrene
Magdy Y Shamy et al.
Journal of environmental pathology, toxicology and oncology : official organ of the International Society for Environmental Toxicology and Cancer, 21(1), 57-61 (2002-04-06)
Styrene is a known mutagen and suspected carcinogen, used in the reinforced plastic industry. This study aims to identify the occurrence of DNA single strand breaks (SSBs) in workers exposed to styrene levels far below the recommended standards. We compared
Iness Bettaieb et al.
Journal of the science of food and agriculture, 91(11), 2100-2107 (2011-06-18)
Cumin (Cuminum cyminum L.) seeds of two geographic origins, Tunisia (TCS) and India (ICS), were studied regarding their fatty acid and essential oil composition. Oil yields were 17.77 and 15.40% for TCS and ICS respectively. Petroselinic acid (C18:1n-12) was the
The Journal of Organic Chemistry, 44, 1729-1729 (1979)
Li Cao et al.
Biotechnology and bioengineering, 94(3), 522-529 (2006-02-25)
Soluble epoxide hydrolase (EH) from the potato Solanum tuberosum and an evolved EH of the bacterium Agrobacterium radiobacter AD1, EchA-I219F, were purified for the enantioconvergent hydrolysis of racemic styrene oxide into the single product (R)-1-phenyl-1,2-ethanediol, which is an important intermediate
Pablo Taboada et al.
Langmuir : the ACS journal of surfaces and colloids, 21(12), 5263-5271 (2005-06-01)
Three triblock copolymers of ethylene oxide and phenyl glycidyl ether, type E(m)G(n)E(m), where G = OCH2CH(CH2OC6H5) and E = OCH2CH2, were synthesized and characterized by gel-permeation chromatography, matrix-assisted laser desorption ionization time-of-flight mass spectrometry, and NMR spectroscopy. Their association properties
Rongzhen Zhang et al.
Microbial cell factories, 11, 167-167 (2013-01-01)
Candida parapsilosis CCTCC M203011 catalyzes the stereoinversion of (R)-1-phenyl-1,2-ethanediol (PED) through oxidation and reduction. Its NAD(+)-linked (R)-carbonyl reductase (RCR) catalyzes the oxidization of (R)-PED to 2-hydroxyacetophenone (HAP), and its NADPH-dependent (S)-carbonyl reductase (SCR) catalyzes the reduction of HAP to (S)-PED.
Rongzhen Zhang et al.
Wei sheng wu xue bao = Acta microbiologica Sinica, 49(2), 204-209 (2009-05-19)
To prepare (S)-1-phenyl-1,2-ethanediol by a one-step method, we constructed an enzyme coupled system consisting of (R)- and (S)-specific carbonyl reductases in Escherichia coli. The genes coding (R)- and (S)-specific carbonyl reductases from Candida parapsilosis were inserted into a co-expression vector
Rongzhen Zhang et al.
Applied biochemistry and biotechnology, 160(3), 868-878 (2009-02-12)
An R-specific carbonyl reductase from Candida parapsilosis (CprCR) catalyzes the transformation of (R)-1-phenyl-1,2-ethanediol from 2-hydroxyacetophenone. The gene rcr coding CprCR contains a few codons rarely used by Escherichia coli. In order to improve chiral alcohol production, three codon variants Delta24
Jin-Zhao Wang et al.
Biomedical chromatography : BMC, 21(5), 497-501 (2007-03-16)
A simple HPLC method for the simultaneous determination of phenylglyoxylic acid (PGA), mandelic acid (MA), styrene glycol (SG) and hippuric acid (HA) in cell culture medium was developed. Analysis was performed on a C(18) column with a mobile phase composed
Cesar Mateo et al.
Analytical biochemistry, 314(1), 135-141 (2003-03-14)
In this paper we report the development of a novel and simple spectrophotometric assay which allows one to achieve the continuous, rapid, sensitive, and accurate determination of an epoxide hydrolase activity. This assay is based on the elaboration of a
Hee Sook Kim et al.
Biotechnology letters, 30(1), 127-133 (2007-08-01)
Enantio-convergent hydrolysis of racemic styrene oxides was achieved to prepare enantiopure (R)-phenyl-1,2-ethanediol by using two recombinant epoxide hydrolases (EHs) of a bacterium, Caulobacter crescentus, and a marine fish, Mugil cephalus. The recombinant C. crescentus EH primarily attacked the benzylic carbon
Qingsen Hu et al.
Bioresource technology, 101(21), 8461-8463 (2010-06-25)
In this study, a highly efficient process for Candida parapsilosis-catalyzed deracemization of racemic 1-phenyl-1,2-ethanediol (PED) was described, based on a resin-based in situ substrate feeding and product removal (ISSFPR) methodology. The resin H103 was selected and used to keep the
J. Chem. Soc. Perkin Trans. II, 489-489 (1982)
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