Biocatalytic Formal Asymmetric para-Aminoethylation of Unprotected Phenols to Chiral Amines DOI
Jingqi Zhang, Xuan Deng, Xue Han

et al.

ACS Catalysis, Journal Year: 2024, Volume and Issue: 15(1), P. 81 - 90

Published: Dec. 13, 2024

Enantiomerically pure amines are vital for the development of biologically active compounds in medicine and agriculture. While aminoalkylation phenols is well-established creating nitrogen-containing frameworks, regio- stereoselective para-aminoethylation unprotected underexplored. To fill this gap, we propose a one-pot cascade biocatalysis system asymmetric into chiral amines, using simple pyruvate, NH4Cl, D/l-alanine as starting materials. Utilizing modular approach, successfully performed through sequential process vinylation hydroamination, achieving good conversions (51.0–72.0%) >99% ee both enantiomers amines. Additionally, biobased p-hydroxycinnamic acid l-tyrosine their derivatives were converted with moderate to (39.4–87%) integrating decarboxylation/hydroamination deamination-decarboxylation/hydroamination. This marks successful de novo biosynthesis method formal phenols.

Language: Английский

Decarboxylation in Natural Products Biosynthesis DOI Creative Commons
Nguyet A. Nguyen, Jacob H. Forstater, John A. McIntosh

et al.

JACS Au, Journal Year: 2024, Volume and Issue: 4(8), P. 2715 - 2745

Published: July 25, 2024

Decarboxylation reactions are frequently found in the biosynthesis of primary and secondary metabolites. Decarboxylase enzymes responsible for these transformations operate via diverse mechanisms act on a large variety substrates, making them appealing terms biotechnological applications. This Perspective focuses occurrence decarboxylation natural product provides perspective their applications biocatalysis fine chemicals pharmaceuticals.

Language: Английский

Citations

4

Photobiocatalysis: More than just an interesting lab curiosity? DOI Creative Commons
Yunjian Ma, Yutong Wang, Bin Wu

et al.

Chem Catalysis, Journal Year: 2024, Volume and Issue: 4(10), P. 101077 - 101077

Published: Aug. 23, 2024

Language: Английский

Citations

4

Transitioning enzyme catalysis towards photocatalysis DOI Creative Commons
Nigel S. Scrutton, Sam Hay, Derren J. Heyes

et al.

Philosophical Transactions of the Royal Society A Mathematical Physical and Engineering Sciences, Journal Year: 2025, Volume and Issue: 383(2296)

Published: May 8, 2025

Enzyme biocatalysis is being industrialized at a phenomenal rate. Biocatalysis offers routes to chemical transformations that avoid the use of expensive metal catalysts, high temperatures and pressures, while providing impressive enantio-, regio- chemo-selectivities. Working individually or as cascades, in live cells cell-free preparations, manufacture everyday chemicals, materials, healthcare products, fuels pharmaceuticals diagnostic industrial sensing applications, enzymes are key enablers circular bioeconomy. An ability exploit tailor biocatalysts rapidly predictably requires knowledge structure-mechanism relationships physical chemistry enzyme action. This has advanced since our millennium article on this topic (Sutcliffe Scrutton Phil Trans R. Soc. Lond. A . 2000. 358, 367–386). Here, we discuss an emerging frontier—enzyme photobiocatalysis. Photoenzymes rarely found nature. limits 'difficult-to-achieve' reactions biology generally accessible photocatalysts. We here emergence photobiocatalysis new frontier. review natural photoenzymes identify challenges limitations their photobiocatalysts. consider reports repurposing also prospects for de novo design photobiocatalysts which general concept would transform catalysis science. part theme issue ‘Science into next millennium: 25 years on’.

Language: Английский

Citations

0

Spatially Ordered Immobilization of Cascade Enzymes for the Construction of a Robust Colorimetric Hydrogel Sensor DOI
Hongxia Li, Herui Wang, Xin Yang

et al.

Biosensors and Bioelectronics, Journal Year: 2024, Volume and Issue: 270, P. 116939 - 116939

Published: Nov. 14, 2024

Language: Английский

Citations

2

Biocatalytic Formal Asymmetric para-Aminoethylation of Unprotected Phenols to Chiral Amines DOI
Jingqi Zhang, Xuan Deng, Xue Han

et al.

ACS Catalysis, Journal Year: 2024, Volume and Issue: 15(1), P. 81 - 90

Published: Dec. 13, 2024

Enantiomerically pure amines are vital for the development of biologically active compounds in medicine and agriculture. While aminoalkylation phenols is well-established creating nitrogen-containing frameworks, regio- stereoselective para-aminoethylation unprotected underexplored. To fill this gap, we propose a one-pot cascade biocatalysis system asymmetric into chiral amines, using simple pyruvate, NH4Cl, D/l-alanine as starting materials. Utilizing modular approach, successfully performed through sequential process vinylation hydroamination, achieving good conversions (51.0–72.0%) >99% ee both enantiomers amines. Additionally, biobased p-hydroxycinnamic acid l-tyrosine their derivatives were converted with moderate to (39.4–87%) integrating decarboxylation/hydroamination deamination-decarboxylation/hydroamination. This marks successful de novo biosynthesis method formal phenols.

Language: Английский

Citations

0