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Thermostable alcohol dehydrogenase from Thermococcus kodakarensis KOD1 for enantioselective bioconversion of aromatic secondary alcohols

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논문

Thermostable alcohol dehydrogenase from Thermococcus kodakarensis KOD1 for enantioselective bioconversion of aromatic secondary alcohols

학술지

Applied and environmental microbiology

저자명

Wu, Xi; Zhang, Chong; Orita, Izumi; Imanaka, Tadayuki; Fukui, Toshiaki; Xing, Xin-Hui

초록

<P>A novel thermostable alcohol dehydrogenase (ADH) showing activity toward aromatic secondary alcohols was identified from the hyperthermophilic archaeon <I>Thermococcus kodakarensis</I> KOD1 (<I>Tk</I>ADH). The gene, <I>tk0845</I>, which encodes an aldo-keto reductase, was heterologously expressed in <I>Escherichia coli</I>. The enzyme was found to be a monomer with a molecular mass of 31 kDa. It was highly thermostable with an optimal temperature of 90&#x00B0;C and a half-life of 4.5 h at 95&#x00B0;C. The apparent <I>K<SUB>m</SUB></I> values for the cofactors NAD(P)<SUP>+</SUP> and NADPH were similar within a range of 66 to 127 &#x03BC;M. <I>Tk</I>ADH preferred secondary alcohols and accepted various ketones and aldehydes as substrates. Interestingly, the enzyme could oxidize 1-phenylethanol and its derivatives having substituents at the <I>meta</I> and <I>para</I> positions with high enantioselectivity, yielding the corresponding (<I>R</I>)-alcohols with optical purities of greater than 99.8% enantiomeric excess (ee). <I>Tk</I>ADH could also reduce 2,2,2-trifluoroacetophenone to (<I>R</I>)-2,2,2-trifluoro-1-phenylethanol with high enantioselectivity (&#x003E;99.6% ee). Furthermore, the enzyme showed high resistance to organic solvents and was particularly highly active in the presence of H<SUB>2</SUB>O&#x2013;20% 2-propanol and H<SUB>2</SUB>O&#x2013;50% <I>n</I>-hexane or <I>n</I>-octane. This ADH is expected to be a useful tool for the production of aromatic chiral alcohols.</P>

발행연도

2013

발행기관

American Society for Microbiology

ISSN

0099-2240

ISSN

1098-5336

79

7

페이지

pp.2209-2217

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1 2023-12-11

논문; 2013-04-01

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