S-adenosylhomocysteine as a methyl transfer catalyst in biocatalytic methylation reactions DOI
Cangsong Liao, Florian P. Seebeck

Nature Catalysis, Journal Year: 2019, Volume and Issue: 2(8), P. 696 - 701

Published: June 17, 2019

Language: Английский

Biocatalysis: Enzymatic Synthesis for Industrial Applications DOI Creative Commons
Shuke Wu, Radka Šnajdrová, Jeffrey C. Moore

et al.

Angewandte Chemie International Edition, Journal Year: 2020, Volume and Issue: 60(1), P. 88 - 119

Published: June 18, 2020

Abstract Biocatalysis has found numerous applications in various fields as an alternative to chemical catalysis. The use of enzymes organic synthesis, especially make chiral compounds for pharmaceuticals well the flavors and fragrance industry, are most prominent examples. In addition, biocatalysts used on a large scale specialty even bulk chemicals. This review intends give illustrative examples this field with special focus scalable production using enzymes. It also discusses opportunities limitations enzymatic syntheses distinct provides outlook emerging enzyme classes.

Language: Английский

Citations

1065

Biocatalysis DOI Open Access
Elizabeth L. Bell, William Finnigan, Scott P. France

et al.

Nature Reviews Methods Primers, Journal Year: 2021, Volume and Issue: 1(1)

Published: June 24, 2021

Language: Английский

Citations

438

Biocatalytic Oxidation Reactions: A Chemist's Perspective DOI Creative Commons
Jiajia Dong, Elena Fernández‐Fueyo, Frank Hollmann

et al.

Angewandte Chemie International Edition, Journal Year: 2018, Volume and Issue: 57(30), P. 9238 - 9261

Published: March 24, 2018

Abstract Oxidation chemistry using enzymes is approaching maturity and practical applicability in organic synthesis. Oxidoreductases (enzymes catalysing redox reactions) enable chemists to perform highly selective efficient transformations ranging from simple alcohol oxidations stereoselective halogenations of non‐activated C−H bonds. For many these reactions, no “classical” chemical counterpart known. Hence oxidoreductases open up shorter synthesis routes based on a more direct access the target products. The generally very mild reaction conditions may also reduce environmental impact biocatalytic reactions compared classical counterparts. In this Review, we critically summarise most important recent developments field oxidation identify pressing bottlenecks as well promising solutions.

Language: Английский

Citations

416

Power of Biocatalysis for Organic Synthesis DOI Creative Commons
Christoph K. Winkler, Joerg H. Schrittwieser, Wolfgang Kroutil

et al.

ACS Central Science, Journal Year: 2021, Volume and Issue: 7(1), P. 55 - 71

Published: Jan. 14, 2021

Biocatalysis, using defined enzymes for organic transformations, has become a common tool in synthesis, which is also frequently applied industry. The generally high activity and outstanding stereo-, regio-, chemoselectivity observed many biotransformations are the result of precise control reaction active site biocatalyst. This achieved by exact positioning reagents relative to each other fine-tuned 3D environment, specific activating interactions between protein, subtle movements catalyst. Enzyme engineering enables one adapt catalyst desired process. A well-filled biocatalytic toolbox ready be used various reactions. Providing nonnatural conditions evolving biocatalysts play with myriad options creating novel transformations thereby opening new, short pathways target molecules. Combining several pot perform reactions concurrently increases efficiency biocatalysis even further.

Language: Английский

Citations

288

Cytochrome P450 Monooxygenases in Biotechnology and Synthetic Biology DOI
Vlada B. Urlacher, Marco Girhard

Trends in biotechnology, Journal Year: 2019, Volume and Issue: 37(8), P. 882 - 897

Published: Feb. 10, 2019

Language: Английский

Citations

283

Broadening the Scope of Biocatalysis in Sustainable Organic Synthesis DOI
Roger A. Sheldon, Dean Brady

ChemSusChem, Journal Year: 2019, Volume and Issue: 12(13), P. 2859 - 2881

Published: April 1, 2019

Abstract This Review is aimed at synthetic organic chemists who may be familiar with organometallic catalysis but have no experience biocatalysis, and seeks to provide an answer the perennial question: if it so attractive, why wasn't extensively used in past? The development of biocatalysis industrial synthesis traced from middle last century. Advances molecular biology two decades, particular genome sequencing, gene directed evolution proteins, enabled remarkable improvements scope substantially reduced biocatalyst times cost contributions. Additionally, recovery reuse been facilitated by developments enzyme immobilization technologies. Biocatalysis has become eminently competitive chemocatalysis biocatalytic production important pharmaceutical intermediates, such as enantiopure alcohols amines, mainstream synthesis. space significantly expanded currently being extended even further include new‐to‐nature reactions.

Language: Английский

Citations

275

The Hitchhiker's guide to biocatalysis: recent advances in the use of enzymes in organic synthesis DOI Creative Commons
R. Ann Sheldon, Dean Brady, Moira L. Bode

et al.

Chemical Science, Journal Year: 2020, Volume and Issue: 11(10), P. 2587 - 2605

Published: Jan. 1, 2020

Enzymes are excellent catalysts that increasingly being used in industry and academia. This Perspective provides a general practical guide to enzymes their synthetic potential, primarily aimed at organic chemists.

Language: Английский

Citations

261

Catalytic Aerobic Oxidation of C(sp3)−H Bonds DOI
Hans Sterckx,

Bénédicte Morel,

Bert U. W. Maes

et al.

Angewandte Chemie International Edition, Journal Year: 2018, Volume and Issue: 58(24), P. 7946 - 7970

Published: July 27, 2018

Abstract Oxidation reactions are a key technology to transform hydrocarbons from petroleum feedstock into chemicals of higher oxidation state, allowing further chemical transformations. These bulk‐scale processes usually employ molecular oxygen as the terminal oxidant at this scale it is typically only economically viable oxidant. The produced commodity possess limited functionality and show high degree symmetry thereby avoiding selectivity issues. In sharp contrast, in production fine preference still given classical oxidants. Considering strive for greener processes, use O 2 , most abundant greenest oxidant, logical choice. Given rich complexity chemicals, achieving regio/chemoselectivity major challenge. This review presents an overview important catalytic systems recently described aerobic oxidation, current insight their reaction mechanism.

Language: Английский

Citations

256

Shortening Synthetic Routes to Small Molecule Active Pharmaceutical Ingredients Employing Biocatalytic Methods DOI Creative Commons
Stefan Simić,

Erna Zukić,

Luca Schmermund

et al.

Chemical Reviews, Journal Year: 2021, Volume and Issue: 122(1), P. 1052 - 1126

Published: Nov. 30, 2021

Biocatalysis, using enzymes for organic synthesis, has emerged as powerful tool the synthesis of active pharmaceutical ingredients (APIs). The first industrial biocatalytic processes launched in half last century exploited whole-cell microorganisms where specific enzyme at work was not known. In meantime, novel molecular biology methods, such efficient gene sequencing and triggered breakthroughs directed evolution rapid development process-stable with broad substrate scope good selectivities tailored substrates. To date, are employed to enable shorter, more efficient, sustainable alternative routes toward (established) small molecule APIs, additionally used perform standard reactions API efficiently. Herein, large-scale synthetic containing key steps >130 APIs approved drugs drug candidates compared corresponding chemical protocols (if available) regarding steps, reaction conditions, scale. review is structured according functional group formed reaction.

Language: Английский

Citations

177

Biocatalysis making waves in organic chemistry DOI Creative Commons
Ulf Hanefeld, Frank Hollmann, Caroline E. Paul

et al.

Chemical Society Reviews, Journal Year: 2021, Volume and Issue: 51(2), P. 594 - 627

Published: Dec. 20, 2021

The many waves of biocatalysis have arisen to solve long-standing synthetic challenges. From industrially applied hydrolases enzymes catalysing selective C–C-bond formation, enables new tools access a plethora compounds.

Language: Английский

Citations

176