Light‐Accelerated Biocatalytic Oxidation Reactions

Kochius, Svenja; Ni, Yan; Kara, Selin; Gargiulo, Serena; Schrader, Jens; Holtmann, Dirk; Hollmann, Frank

doi:10.1002/cplu.201402152

Cited by 22 publications

(17 citation statements)

References 53 publications

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“…Likewise, it has been recently reported that pyrimidine cofactor regeneration to the oxidised form [NAD(P) + ] is feasible employing Myceliophthora thermophila laccase, ( Mtlac ), O 2 as final electron acceptor and dyes (methylene blue, methylene green and azure B) as mediators, as shown in Scheme . In this report, the authors were able to demonstrate that, upon visible light irradiation, the NADH oxidation is three orders of magnitude faster than the obscure counterpart.…”

Section: One‐pot Processes Combining Biocatalysts and Non‐traditionalmentioning

confidence: 66%

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Organocatalysis and Biocatalysis Hand in Hand: Combining Catalysts in One‐Pot Procedures

2017

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Multi‐step processes catalysed by several catalysts working concurrently have been developed in nature, thus improving reaction efficiency. The quest for novel and improved catalytic systems has led to the development of biocatalytic and later to organocatalytic procedures as very valuable tools in asymmetric synthesis while using mild reaction conditions in the absence of metal catalysts. As a timeless challenge, chemists are facing the need for process designs in which different sorts of catalysts can operate successfully in a one‐pot concurrent fashion. Likewise, such designs bring about the best of each catalyst and, in certain cases, enable us to improve problematic issues, such as reactivity, selectivity, solubility, inhibition, etc. Specifically, to combine these two types of catalysts in one‐pot, achieving high yields and selectivity, is a fascinating aspect of catalysis. This review covers representative advances in this field, in particular those in which biocatalysts and organocatalysts are employed either in sequential reactions or in simultaneous processes.

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Section: One‐pot Processes Combining Biocatalysts and Non‐traditionalmentioning

confidence: 66%

“… Use of a bienzymatic system laccase‐ADH coupled with dyes as mediators for the photooxidation of cyclohexanol to cyclohexanone …”

Section: One‐pot Processes Combining Biocatalysts and Non‐traditionalmentioning

confidence: 99%

Organocatalysis and Biocatalysis Hand in Hand: Combining Catalysts in One‐Pot Procedures

2017

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“…[9a, 10] Also here, under certain circumstances, visible light can accelerate this process. [11] In addition to the aforementioned organic dyes, also inorganic semi-conductors have been used as photocatalysts to accelerate the (aerobic) reoxidation of NAD(P)H. For example, TiO 2 has been reported by Tanaka and coworkers for this purpose. [12] Next to its function as photocatalyst, TiO 2 also served as carrier material to immobilize the ADH (from horse liver, HLADH) and enabled using a near-neat reaction system (Scheme 7).…”

Section: Ni Et Hollmannmentioning

confidence: 99%

Artificial Photosynthesis: Hybrid Systems

Hollmann

2016

Biophotoelectrochemistry: From Bioelectrochemistry to Biophotovoltaics

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Oxidoreductases are promising catalysts for organic synthesis. To sustain their catalytic cycles they require efficient supply with redox equivalents. Today classical biomimetic approaches utilizing natural electron supply chains prevail but artificial regeneration approaches bear the promise of simpler and more robust reaction schemes. Utilizing visible light can accelerate such artificial electron transport chains and even enable thermodynamically unfeasible reactions such as the use of water as reductant.This contribution critically summarizes the current state of the art in photoredoxbiocatalysis (i.e. light-driven biocatalytic oxidation and reduction reactions).

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“…Hollmann was highlighted here when he won the Jochen Block Prize 5a. His report on light‐accelerated biocatalytic oxidation reactions was featured in the Early Career Series in ChemPlusChem 5b…”

Section: Awarded …︁mentioning

confidence: 99%

Science Award Electrochemistry: V. Wood / Michel Boudart Award: H.‐J. Freund / Paul H. Emmett Award: C. Copéret / DECHEMA Prize: K. J. J. Mayrhofer and F. Hollmann

2015

Angew Chem Int Ed

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Light‐Accelerated Biocatalytic Oxidation Reactions

Abstract: The influence of (visible) light on the performance of laccase mediator systems (LMS) was investigated. As a model reaction, LMS‐mediated nicotinamide adenine dinucleotide (NAD+) regeneration to promote alcohol dehydrogenase catalyzed oxidation reactions was examined.

Cited by 22 publications

References 53 publications

Organocatalysis and Biocatalysis Hand in Hand: Combining Catalysts in One‐Pot Procedures

Organocatalysis and Biocatalysis Hand in Hand: Combining Catalysts in One‐Pot Procedures

Artificial Photosynthesis: Hybrid Systems

Science Award Electrochemistry: V. Wood / Michel Boudart Award: H.‐J. Freund / Paul H. Emmett Award: C. Copéret / DECHEMA Prize: K. J. J. Mayrhofer and F. Hollmann

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