Geotrichum candidum acetophenone reductase immobilization on reduced graphene oxide: A promising biocatalyst for green asymmetric reduction of ketones

被引：10

作者：

Sriwong, Kotchakorn T. ^{[1
]}

Kamogawa, Ramma ^{[2
]}

Issasi, Cinthya Soreli Castro ^{[2
]}

Sasaki, Mitsuru ^{[3
,4
]}

Matsuda, Tomoko ^{[1
]}

机构：

[1] Tokyo Inst Technol, Sch Life Sci & Technol, Dept Life Sci & Technol, Midori Ku, 4259 Nagatsuta Cho, Yokohama, Kanagawa 2268501, Japan

[2] Kumamoto Univ, Grad Sch Sci & Technol, Chuo Ku, 2-39-1 Kurokami, Kumamoto 8608555, Japan

[3] Kumamoto Univ, Inst Ind Nanomat IINa, Div Biomat, Chuo Ku, 2-39-1 Kurokami, Kumamoto 8608555, Japan

[4] Kumamoto Univ, Fac Adv Sci & Technol FAST, Chuo Ku, 2-39-1 Kurokami, Kumamoto 8608555, Japan

来源：

BIOCHEMICAL ENGINEERING JOURNAL | 2022年 / 177卷

基金：

日本学术振兴会;

关键词：

Asymmetric synthesis; Alcohol dehydrogenase; Enzyme immobilization; Graphene oxide; Reduced graphene oxide; METAL-ORGANIC FRAMEWORKS; ALCOHOL-DEHYDROGENASE; ENZYME IMMOBILIZATION; STABILITY; GRAPHITE; SYSTEM; HYDRAZINE; COMPOSITE; CARRIER; MEDIA;

D O I：

10.1016/j.bej.2021.108263

中图分类号：

Q81 [生物工程学（生物技术）]; Q93 [微生物学];

学科分类号：

071005 ; 0836 ; 090102 ; 100705 ;

摘要：

Highly functional carbon-based materials, such as graphene family nanomaterials (GFNs) like graphene oxide (GO) and reduced graphene oxide (rGO), have been synthesized through the years. In this research, GO and rGO were used as support to immobilize a novel alcohol dehydmgenase (ADH), acetophenone reductase from Geo-trichum candidum (GcAPRD), via physical adsorption. The synthesized GO-GcAPRD and rGO-GcAPRD allowed GcAPRD recycling. Moreover, rGO-GcAPRD succeeded in reduction of a wide range of ketones to their corresponding (S)-alcohols with excellent enantioselectivity, including a 'difficult to resolve' aliphatic ketone, 3-hexanone, to achieve 99% yield and > 99% ee (S). We also synthesized a drug intermediate such as (S)-1-(3',4'-dichlorophenyl)ethanol with 80% isolated yield and > 99% ee. To the best of our knowledge, this is the first time to present the versatility of immobilized ADH on the GFNs via direct and simple physical adsorption as a promising biocatalyst for asymmetric synthesis.

引用

页数：9

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