A New Regeneration System for Oxidized Nicotinamide Cofactors

被引:52
作者
Aksu, Seda [1 ]
Arends, Isabel W. C. E. [1 ]
Hollmann, Frank [1 ]
机构
[1] Delft Univ Technol, Dept Biotechnol, NL-2628 BL Delft, Netherlands
关键词
aerobic oxidation; cofactors; enzyme catalysis; laccase mediator system; oxidoreductases; CONTINUOUS ENZYMATIC REGENERATION; TRANSITION-METAL-COMPLEXES; NADH OXIDASE; NONENZYMATIC REGENERATION; ALCOHOL-DEHYDROGENASE; LACTOBACILLUS-BREVIS; OXIDATION; EFFICIENT; NAD(+); ACID;
D O I
10.1002/adsc.200900033
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A novel regeneration system for oxidized nicotinamide cofactors (NAD(+) and NADP(+)) is presented. By combining 2,2'-azino-bis(3-ethylbenzthiazoline-6-sulphonic acid (ABTS)-catalyzed oxidation of NAD(P)H with laccase-catalyzed utilization of molecular oxygen as terminal oxidant, a simple chemo-enzymatic NAD(P)(+) regeneration method is achieved. Thus, the advantages of both worlds, chemical oxidation of reduced nicotinamide cofactors and laccase-catalyzed utilization of oxygen from air are combined in a simple and generally applicable new approach for biooxidation catalysis. This new application of the well-known laccase-mediator system (LMS) is successfully used to promote alcohol dehydrogenase-catalyzed oxidation reactions of primary and secondary alcohols. Already under non-optimized conditions, high turnover numbers of > 300 and > 16000 were obtained for the nicotinamide cofactor and ABTS, respectively. In this communication, we present the proof-of-principle and initial characterization of the proposed new regeneration system.
引用
收藏
页码:1211 / 1216
页数:6
相关论文
共 39 条
[11]   The green and effective oxidation of alcohols to carboxylic acids with molecular oxygen via biocatalytic reaction [J].
Hirano, Jun-ichiro ;
Miyamoto, Kenji ;
Ohta, Hiromichi .
TETRAHEDRON LETTERS, 2008, 49 (07) :1217-1219
[12]   TADH, the thermostable alcohol dehydrogenase from Thermus sp ATN1: a versatile new biocatalyst for organic synthesis [J].
Hoellrigl, Volker ;
Hollmann, Frank ;
Kleeb, Andreas C. ;
Buehler, Katja ;
Schmid, Andreas .
APPLIED MICROBIOLOGY AND BIOTECHNOLOGY, 2008, 81 (02) :263-273
[13]   Non-enzymatic regeneration of nicotinamide and flavin cofactors for monooxygenase catalysis [J].
Hollmann, F ;
Hofstetter, K ;
Schmid, A .
TRENDS IN BIOTECHNOLOGY, 2006, 24 (04) :163-171
[14]   Electrochemical regeneration of oxidoreductases for cell-free biocatalytic redox reactions [J].
Hollmann, F ;
Schmid, A .
BIOCATALYSIS AND BIOTRANSFORMATION, 2004, 22 (02) :63-88
[15]   [Cp*Rh(bpy)(H2O)]2+:: a versatile tool for efficient and non-enzymatic regeneration of nicotinamide and flavin coenzymes [J].
Hollmann, F ;
Witholt, B ;
Schmid, A .
JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC, 2002, 19 :167-176
[16]   Coupled chemoenzymatic transfer hydrogenation catalysis for enantioselective reduction and oxidation reactions [J].
Holmann, F ;
Kleeb, A ;
Otto, K ;
Schmid, A .
TETRAHEDRON-ASYMMETRY, 2005, 16 (21) :3512-3519
[17]   REGIOSPECIFIC AND ENANTIOSELECTIVE HORSE LIVER ALCOHOL-DEHYDROGENASE CATALYZED OXIDATIONS OF SOME HYDROXYCYCLOPENTANES [J].
IRWIN, AJ ;
JONES, JB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (05) :1625-1630
[18]   Biocatalytic oxidation of primary and secondary alcohols [J].
Kroutil, W ;
Mang, H ;
Edegger, K ;
Faber, K .
ADVANCED SYNTHESIS & CATALYSIS, 2004, 346 (2-3) :125-142
[19]   One-way biohydrogen transfer for oxidation of sec-alcohols [J].
Lavandera, Ivan ;
Kern, Alexander ;
Resch, Verena ;
Ferreira-Silva, Bianca ;
Glieder, Anton ;
Fabian, Walter M. F. ;
de Wildeman, Stefaan ;
Kroutil, Wolfgang .
ORGANIC LETTERS, 2008, 10 (11) :2155-2158
[20]   Continuous enzymatic regeneration of electron acceptors used by flavoenzymes:: Cellobiose dehydrogenase-catalyzed production of lactobionic acid as an example [J].
Ludwig, R ;
Ozga, M ;
Zámocky, M ;
Peterbauer, C ;
Kulbe, KD ;
Haltrich, D .
BIOCATALYSIS AND BIOTRANSFORMATION, 2004, 22 (02) :97-104