Reduction of C=O to CH-OH Using Enzymes and Microorganisms

Elsevier eBooks, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

Language: Английский

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Design of 3D‐Printed Heterogeneous Reactor Systems To Overcome Incompatibility Hurdles when Combining Metal and Enzyme Catalysis in a One‐Pot Process

Angewandte Chemie International Edition, Journal Year: 2024, Volume and Issue: 63(24)

Published: Jan. 13, 2024

Combining chemo- and biocatalysis enables the design of novel economic sustainable one-pot processes for preparation industrial chemicals, preferably proceeding in water. While a range proofs-of-concept compatibility such catalysts from these two different "worlds catalysis" have recently been demonstrated, merging noncompatible biocatalysts joint applications within one reactor remained challenge. A conceptual solution is compartmentalization catalytic moieties by heterogenization critical catalyst components, thus "shielding" them complementary catalyst, substrate or reagent. Exemplified process consisting metal-catalyzed Wacker oxidation enzymatic reduction as individual reactions steps, we demonstrate that making use 3D printing heterogeneous materials containing Cu metal component can overcome incompatibility hurdles. The application 3D-printed Cu-ceramic device allows an efficient combination with enzyme desired two-step transformation styrene into chiral alcohol product high overall conversion excellent enantioselectivity. This concept based on heterogenized represents scalable methodology opens up numerous perspectives to be used general tool also other related chemoenzymatic research challenges.

Language: Английский

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Stereoselective Catalytic Synthesis of Bioactive Compounds in Natural Deep Eutectic Solvents (NADESs): A Survey across the Catalytic Spectrum

Catalysts, Journal Year: 2024, Volume and Issue: 14(3), P. 160 - 160

Published: Feb. 21, 2024

Deep eutectic solvents (DESs) are a mixture of two or more components, and at particular composition, they become liquids room temperature. When the compounds that constitute DESs primary metabolites namely, amino acids, organic sugars, choline derivatives, called natural deep (NADESs). NADESs fully represent green chemistry principles. These highly welcome, as obtained from renewable resources, gratifyingly biodegradable biocompatible. They an alternative to room-temperature ionic (RTILs). From pharmaceutical industry’s point view, desirable, but unfortunately have been rarely used despite their enormous potential. In this review, we look impact on asymmetric catalytic synthesis key target molecules via metal-based catalysis, biocatalysis, organocatalysis. many cases, chiral can even promote enantioselective reactions; crucial very exciting aspect is also discussed analyzed.

Language: Английский

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Chemoenzymatic Sequential Catalysis with Carbonic Anhydrase for the Synthesis of Chiral Alcohols from Alkanes, Alkenes, and Alkynes

ACS Catalysis, Journal Year: 2024, Volume and Issue: 14(11), P. 8786 - 8793

Published: May 22, 2024

Chiral alcohols are important intermediates for various fine chemicals and pharmaceuticals. Integrating chemical catalysis efficient enzyme in sequential systems the synthesis of chiral is considered an ecofriendly promising approach. Herein, employing a highly selective carbonic anhydrase II different catalysts, we constructed three general chemoenzymatic alcohol compound from alkanes, alkenes, alkynes, respectively. Compared to classical approaches, combination promiscuous simple since it requires only mild reaction conditions avoids expensive ligands cumbersome operation steps. In this integrated approach, wide variety readily available aryl alkynes transformed into valuable with excellent enantioselectivity up 99% (nearly all above 90%). This unified strategy combining enzymatic catalyses advances process powerful transformations.

Language: Английский

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Stereoselective Catalytic Synthesis of Bioactive Compounds in Natural Deep Eutectic Solvents (NADES): A Survey across the Catalytic Spectrum

Published: Jan. 17, 2024

Deep eutectic solvents are a mixture of two or more components, that at particular composition become liquids room temperature. When the compounds constitute DES primary metabolites, namely, amino acids, organic sugars, choline derivatives, so called natural deep (NADES). NADES fully represent green chemistry principles. These highly welcome, as they obtained from renewable resources, and gratifyingly biodegradable biocompatible. They an alternative to temperature ionic (RTILs). From pharmaceutical industry point view, desirable, but unfortunately have been rarely used despite their enormous potential. In this review, we will look impact on asymmetric catalytic synthesis key target molecules, via metal-based catalysis, biocatalysis organocatalysis. many cases chiral can even promote enantioselective reactions, crucial very exciting aspect also be discussed analysed.

Language: Английский

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Asymmetric construction of enantioenriched furo[2,3-b]pyridines through sequential gold, palladium/phosphoric acid catalysis

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(14), P. 3900 - 3905

Published: Jan. 1, 2024

A multi-catalytic system combining gold, palladium and phosphoric acid was applied for asymmetric assembly of ynamides carbonate 4-hydroxy-2-cyclopentenone, furnishing furo[2,3- b ]pyridines in high yields stereoselectivities.

Language: Английский

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Enantioselective gold/enzyme dual catalysis

Tetrahedron Letters, Journal Year: 2024, Volume and Issue: unknown, P. 155382 - 155382

Published: Nov. 1, 2024

Language: Английский

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From oximes to tertiary alcohols in water, at room temperature and under air: a hybrid one-pot tandem assembly of enzymatic deoximation and RLi/RMgX reagents

Organic & Biomolecular Chemistry, Journal Year: 2023, Volume and Issue: 21(21), P. 4414 - 4421

Published: Jan. 1, 2023

The highly efficient biodeoximation of aromatic ketoximes, promoted by the enzymatic oxidative system laccase/TEMPO/O2, has been successfully assembled with fast and chemoselective addition highly-polar s-block organometallic reagents (RLi/RMgX) en route to highly-substituted tertiary alcohols. By using this hybrid one-pot tandem protocol, alcohols have selectively synthesized in good yields under mild bench-type reaction conditions (room temperature, absence a protecting atmosphere aqueous media, which are non-typical for polar reagents). overall transformation amalgamates two distant organic synthetic tools (RLi/RMgX enzymes) without need any tedious energy/time-consuming intermediate isolation/purification steps.

Language: Английский

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Enantiodivergent Functionalization of Aryl Alkenes into Diverse Biarylalkanoic Acids by Integrating Biocatalytic Cascades with Chemocatalysis

ACS Catalysis, Journal Year: 2023, Volume and Issue: 13(20), P. 13215 - 13224

Published: Sept. 28, 2023

Chemo-enzymatic reactions have received great attention for asymmetric synthesis, but most reported systems use only one- or two-step enzymatic relatively simple functionalization and are based on a chemo-enzyme sequence, which is limited by the substrate scope of enzymes. Herein, we report "multienzyme cascade─chemocatalysis" concept via an enzyme-chemo sequence complex substrates integrating multistep biocascades to introduce functionality enantioselectivity, with robust chemocatalysis diversify product scope. The was successfully demonstrated through enantiodivergent synthesis 12 structurally diverse (S)- (R)-2-biarylpropanoic acids (94–97% ee; up >99% conversion) from easily available aryl alkenes engineering epoxidation–isomerization–oxidation containing enantio-complementary enzymes combining Pd-catalyzed cross-coupling. enzyme-chemical strategy extended high-yielding NSAID drugs (S)-flurbiprofen, (S)-ketoprofen, felbinac. This enables streamlined synthetic routes that inaccessible each type catalyst alone sequence.

Language: Английский

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Cell-free chemoenzymatic cascades with bio-based molecules

Current Opinion in Biotechnology, Journal Year: 2023, Volume and Issue: 85, P. 103058 - 103058

Published: Dec. 27, 2023

For the valorization of various bio-based feedstocks, combination different catalytic systems with biocatalysis in chemoenzymatic cascades has been shown to have high potential. However, development such integrated is often limited by catalyst incompatibility. Therefore, incorporating novel concepts into feedstocks currently great interest. This article provides an overview methods/approaches used advance for upgrading feedstocks. It specifically focuses on recent developments enzymes organo- and chemocatalysis. Furthermore, current applications future perspectives integrating as photo- electrocatalysis toward new synthetic routes utilization highly functionalized compounds are reviewed.

Language: Английский

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