One-pot two-step chemoenzymatic deracemization of allylic alcohols using laccases and alcohol dehydrogenases

Albarrán-Velo, Jesús; Gotor‐Fernández, Vicente; Lavandera, Iván

doi:10.1016/j.mcat.2020.111087

Cited by 13 publications

(11 citation statements)

References 78 publications

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“…Finally, also the laccase-TEMPO system is worth mentioning here as the organocatalytic nature of the actual oxidation agent (2,2,6,6-Tetramethylpiperidin-1-yl)oxyl, TEMPO) also implies non-enantioselectivity and therefore is well-suited for the full oxidation of racemic alcohols (Scheme 22) [96,[164][165][166][167][168][169][170][171]. Especially activated benzylic, allylic, or propargylic alcohols are readily converted into the corresponding ketones.…”

Section: Complete Oxidation Of Racemic Secondary Alcoholsmentioning

confidence: 99%

Biocatalytic Oxidation of Alcohols

et al. 2020

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Enzymatic methods for the oxidation of alcohols are critically reviewed. Dehydrogenases and oxidases are the most prominent biocatalysts, enabling the selective oxidation of primary alcohols into aldehydes or acids. In the case of secondary alcohols, region and/or enantioselective oxidation is possible. In this contribution, we outline the current state-of-the-art and discuss current limitations and promising solutions.

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Section: Complete Oxidation Of Racemic Secondary Alcoholsmentioning

confidence: 99%

Biocatalytic Oxidation of Alcohols

et al. 2020

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“…Ketones comprising one large and one small substituent at the carbonyl group are very common substrates for ADH-catalysed reductions. Especially methyl ketones are popular starting materials and a broad range of aliphatic (Sinha and Keinan, 1997), aromatic (Hamada et al, 2001;Stampfer et al, 2002;Hummel et al, 2003;Gonzalez-Martinez et al, 2019;Bandeira et al, 2020), and conjugated ketones (Schubert et al, 2001;Sgalla et al, 2007;Albarrán-Velo et al, 2020;González-Granda et al, 2021) have been reported. Figure 11 shows a representative selection of chiral alcohols obtained from the reduction of methyl ketones.…”

Section: Adh-catalysed Reduction Reactionsmentioning

confidence: 99%

Alcohol Dehydrogenases as Catalysts in Organic Synthesis

2022

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Alcohol dehydrogenases (ADHs) have become important catalysts for stereoselective oxidation and reduction reactions of alcohols, aldehydes and ketones. The aim of this contribution is to provide the reader with a timely update on the state-of-the-art of ADH-catalysis. Mechanistic basics are presented together with practical information about the use of ADHs. Current concepts of ADH engineering and ADH reactions are critically discussed. Finally, this contribution highlights some prominent examples and future-pointing concepts.

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“…123 The most important property of laccases is that they do not need any nutrient supply while working with oxygen as a co-factor. 124 The processes based on the application of laccases are fast, and the kinetics of the reaction depends on the substrate's affinity. The obtained laccases from wooddecaying fungi are in the hotspot due to their unique oxidation ability.…”

Section: Laccasementioning

confidence: 99%

Oxidoreductases as a versatile biocatalytic tool to tackle pollutants for clean environment – a review

Bilal

Bagheri

Vilar

et al. 2021

J of Chemical Tech & Biotech

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With the growing population and rapid industrial development of the world, various pollutantsexplicitly known as emerging pollutants (EPs) and including micro and nanoplastics, pharmaceuticals, hazardous dyes, steroid estrogen, and organic pollutantscontinue to enter into the environment and water sources. These EPs cause a variety of side effects and diseases, such as cancer, neurotoxic and mutagenic effects, stomach cramps, intestinal disorders, loss of peripheral vision, deteriorated movement coordination, and weakened muscles, even in low concentrations. The presence of EPs in the environment/water sources affects humans and animals and disturbs ecological integrity. Therefore, removing these EPs from the environment with a smart, greener, and environmentally competent technology has become a meaningful goal. Most of the EPs are stable in the media, and their removal is a considerable scientific challenge. Different treatment methods, like adsorption and degradation processes, have been used to eliminate these pollutants. Enzyme-mediated approaches hold immense prospects in environmental cleanup and have been keenly explored recently. Many efforts have been made to apply biocatalytic-based materials, like laccases and peroxidases, as unique tools alongside a powerful oxidation approach for the degradation and treatment of EPs. These enzymes' unique properties in terms of excellent selectivity and exclusive catalytic features make them robust candidates for biocatalytic treatment. This work spotlights the biocatalytic properties and application of oxidoreductases to remove EPs. The challenges, conclusive remarks, and standpoints for robust biocatalysts are also given.

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One-pot two-step chemoenzymatic deracemization of allylic alcohols using laccases and alcohol dehydrogenases

Cited by 13 publications

References 78 publications

Biocatalytic Oxidation of Alcohols

Biocatalytic Oxidation of Alcohols

Alcohol Dehydrogenases as Catalysts in Organic Synthesis

Oxidoreductases as a versatile biocatalytic tool to tackle pollutants for clean environment – a review

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