Regeneration of Nicotinamide Coenzymes: Principles and Applications for the Synthesis of Chiral Compounds

Weckbecker A, Gröger H, Hummel W (2010)
In: BIOSYSTEMS ENGINEERING I: CREATING SUPERIOR BIOCATALYSTS. Wittmann C, Krull WR (Eds); Advances in Biochemical Engineering-Biotechnology, 120. 195-242.

Sammelwerksbeitrag | Veröffentlicht | Englisch
 
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Abstract / Bemerkung
Dehydrogenases which depend on nicotinamide coenzymes are of increasing interest for the preparation of chiral compounds, either by reduction of a prochiral precursor or by oxidative resolution of their racemate. The regeneration of oxidized and reduced nicotinamide cofactors is a very crucial step because the use of these cofactors in stoichiometric amounts is too expensive for application. There are several possibilities to regenerate nicotinamide cofactors: established methods such as formate/formate dehydrogenase (FDH) for the regeneration of NADH, recently developed electrochemical methods based on new mediator structures, or the application of gene cloning methods for the construction of ``designed'' cells by heterologous expression of appropriate genes. A very promising approach is enzymatic cofactor regeneration. Only a few enzymes are suitable for the regeneration of oxidized nicotinamide cofactors. Glutamate dehydrogenase can be used for the oxidation of NADH as well as NADPH while L-lactate dehydrogenase is able to oxidize NADH only. The reduction of NAD(+) is carried out by formate and FDH. Glucose-6-phosphate dehydrogenase and glucose dehydrogenase are able to reduce both NAD(+) and NADP(+). Alcohol dehydrogenases (ADHs) are either NAD(+)- or NADP(+)-specific. ADH from horse liver, for example, reduces NAD(+) while ADHs from Lactobacillus strains catalyze the reduction of NADP(+). These enzymes can be applied by their inclusion in whole cell biotransformations with an NAD(P)(+)-dependent primary reaction to achieve in situ the regeneration of the consumed cofactor. Another efficient method for the regeneration of nicotinamide cofactors is the electrochemical approach. Cofactors can be regenerated directly, for example at a carbon anode, or indirectly involving mediators such as redox catalysts based on transition-metal complexes. An increasing number of examples in technical scale applications are known where nicotinamide dependent enzymes were used together with cofactor regenerating enzymes.
Erscheinungsjahr
2010
Buchtitel
BIOSYSTEMS ENGINEERING I: CREATING SUPERIOR BIOCATALYSTS
Band
120
Seite(n)
195-242
ISBN
978-3-642-14230-7
ISSN
0724-6145
Page URI
https://pub.uni-bielefeld.de/record/2344784

Zitieren

Weckbecker A, Gröger H, Hummel W. Regeneration of Nicotinamide Coenzymes: Principles and Applications for the Synthesis of Chiral Compounds. In: Wittmann C, Krull WR, eds. BIOSYSTEMS ENGINEERING I: CREATING SUPERIOR BIOCATALYSTS. Advances in Biochemical Engineering-Biotechnology. Vol 120. 2010: 195-242.
Weckbecker, A., Gröger, H., & Hummel, W. (2010). Regeneration of Nicotinamide Coenzymes: Principles and Applications for the Synthesis of Chiral Compounds. In C. Wittmann & W. R. Krull (Eds.), Advances in Biochemical Engineering-Biotechnology: Vol. 120. BIOSYSTEMS ENGINEERING I: CREATING SUPERIOR BIOCATALYSTS (pp. 195-242). doi:10.1007/10_2009_55
Weckbecker, A., Gröger, H., and Hummel, W. (2010). “Regeneration of Nicotinamide Coenzymes: Principles and Applications for the Synthesis of Chiral Compounds” in BIOSYSTEMS ENGINEERING I: CREATING SUPERIOR BIOCATALYSTS, Wittmann, C., and Krull, W. R. eds. Advances in Biochemical Engineering-Biotechnology, vol. 120, 195-242.
Weckbecker, A., Gröger, H., & Hummel, W., 2010. Regeneration of Nicotinamide Coenzymes: Principles and Applications for the Synthesis of Chiral Compounds. In C. Wittmann & W. R. Krull, eds. BIOSYSTEMS ENGINEERING I: CREATING SUPERIOR BIOCATALYSTS. Advances in Biochemical Engineering-Biotechnology. no.120 pp. 195-242.
A. Weckbecker, H. Gröger, and W. Hummel, “Regeneration of Nicotinamide Coenzymes: Principles and Applications for the Synthesis of Chiral Compounds”, BIOSYSTEMS ENGINEERING I: CREATING SUPERIOR BIOCATALYSTS, C. Wittmann and W.R. Krull, eds., Advances in Biochemical Engineering-Biotechnology, vol. 120, 2010, pp.195-242.
Weckbecker, A., Gröger, H., Hummel, W.: Regeneration of Nicotinamide Coenzymes: Principles and Applications for the Synthesis of Chiral Compounds. In: Wittmann, C. and Krull, W.R. (eds.) BIOSYSTEMS ENGINEERING I: CREATING SUPERIOR BIOCATALYSTS. Advances in Biochemical Engineering-Biotechnology. 120, p. 195-242. (2010).
Weckbecker, Andrea, Gröger, Harald, and Hummel, Werner. “Regeneration of Nicotinamide Coenzymes: Principles and Applications for the Synthesis of Chiral Compounds”. BIOSYSTEMS ENGINEERING I: CREATING SUPERIOR BIOCATALYSTS. Ed. C. Wittmann and W. R. Krull. 2010.Vol. 120. Advances in Biochemical Engineering-Biotechnology. 195-242.

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