Photobiocatalytic synthesis of chiral secondary fatty alcohols from renewable unsaturated fatty acids DOI Creative Commons
Wuyuan Zhang,

Jeong-Hoo Lee,

Sabry H. H. Younes

et al.

Nature Communications, Journal Year: 2020, Volume and Issue: 11(1)

Published: May 7, 2020

En route to a bio-based chemical industry, the conversion of fatty acids into building blocks is particular interest. Enzymatic routes, occurring under mild conditions and excelling by intrinsic selectivity, are particularly attractive. Here we report photoenzymatic cascade reactions transform unsaturated enantiomerically pure secondary alcohols. In first step C=C-double bond stereoselectively hydrated using oleate hydratases from Lactobacillus reuteri or Stenotrophomonas maltophilia. Also, dihydroxylation mediated 5,8-diol synthase Aspergillus nidulans demonstrated. The second comprises decarboxylation intermediate hydroxy photoactivated decarboxylase Chlorella variabilis NC64A. A broad range (poly)unsaturated can be transformed alcohols in simple one-pot approach.

Language: Английский

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

Metabolic Engineering of Escherichia coli for Natural Product Biosynthesis DOI
Dongsoo Yang,

Seon Young Park,

Yae Seul Park

et al.

Trends in biotechnology, Journal Year: 2020, Volume and Issue: 38(7), P. 745 - 765

Published: Jan. 7, 2020

Language: Английский

Citations

285

Recent trends in biocatalysis DOI Creative Commons
Dong Yi, Thomas Bayer, Christoffel P. S. Badenhorst

et al.

Chemical Society Reviews, Journal Year: 2021, Volume and Issue: 50(14), P. 8003 - 8049

Published: Jan. 1, 2021

Technological developments enable the discovery of novel enzymes, advancement enzyme cascade designs and pathway engineering, moving biocatalysis into an era technology integration, intelligent manufacturing enzymatic total synthesis.

Language: Английский

Citations

282

Engineering cytochrome P450 enzyme systems for biomedical and biotechnological applications DOI Creative Commons
Zhong Li, Yuanyuan Jiang, F. Peter Guengerich

et al.

Journal of Biological Chemistry, Journal Year: 2020, Volume and Issue: 295(3), P. 833 - 849

Published: Jan. 1, 2020

Cytochrome P450 enzymes (P450s) are broadly distributed among living organisms and play crucial roles in natural product biosynthesis, degradation of xenobiotics, steroid drug metabolism. P450s considered as the most versatile biocatalysts nature because vast variety substrate structures types reactions they catalyze. In particular, can catalyze regio- stereoselective oxidations nonactivated C–H bonds complex organic molecules under mild conditions, making useful production commodity pharmaceuticals, fine or bulk chemicals, bioremediation agents, flavors, fragrances. Major efforts have been made engineering improved systems that overcome inherent limitations native enzymes. this review, we focus on recent progress different strategies, including protein engineering, redox-partner electron source P450-mediated metabolic to more efficiently produce pharmaceuticals other chemicals. We also discuss future opportunities for applications systems.

Language: Английский

Citations

197

Where silylene–silicon centres matter in the activation of small molecules DOI Creative Commons

Changkai Shan,

Shenglai Yao, Matthias Drieß

et al.

Chemical Society Reviews, Journal Year: 2020, Volume and Issue: 49(18), P. 6733 - 6754

Published: Jan. 1, 2020

Small molecules such as H2, N2, CO, NH3, O2 are ubiquitous stable species and their activation role in the formation of value-added products fundamental importance nature industry. The last few decades have witnessed significant advances chemistry heavy low-coordinate main-group elements, with a plethora newly synthesised functional compounds, behaving like transition-metal complexes respect to facile small molecules. Among them, silylenes received particular attention this vivid area research showing even metal-free bond catalysis. Recent striking discoveries take advantage narrow HOMO-LUMO energy gap Lewis acid-base bifunctionality divalent Si centres. review is devoted recent using isolable corresponding silylene-metal for but inert COx, N2O, O2, H2O, C2H4 E4 (E = P, As).

Language: Английский

Citations

190

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

Iron- and cobalt-catalyzed C(sp3)–H bond functionalization reactions and their application in organic synthesis DOI
Yungen Liu,

Tingjie You,

Hai‐Xu Wang

et al.

Chemical Society Reviews, Journal Year: 2020, Volume and Issue: 49(15), P. 5310 - 5358

Published: Jan. 1, 2020

This review highlights the developments in iron and cobalt catalyzed C(sp3)–H bond functionalization reactions with emphasis on their applications organic synthesis, i.e. natural products pharmaceuticals synthesis and/or modification.

Language: Английский

Citations

160

Round, round we go – strategies for enzymatic cofactor regeneration DOI
Silja Mordhorst, Jennifer N. Andexer

Natural Product Reports, Journal Year: 2020, Volume and Issue: 37(10), P. 1316 - 1333

Published: Jan. 1, 2020

Covering: up to the beginning of 2020Enzymes depending on cofactors are essential in many biosynthetic pathways natural products. They often involved key steps: catalytic conversions that difficult achieve purely with synthetic organic chemistry. Hence, cofactor-dependent enzymes have great potential for biocatalysis, condition a corresponding cofactor regeneration system is available. For some cofactors, these systems require multiple steps; such complex enzyme cascades/multi-enzyme (still) challenging vitro biocatalysis. Further, artificial analogues been synthesised more stable, show an altered reaction range, or act as inhibitors. The development bio-orthogonal can be used production modified products vivo ongoing challenge. In light recent progress this field, review aims provide overview general strategies involving analogues, and systems; highlighting current possibilities application using most common cofactors.

Language: Английский

Citations

156

Enzymes revolutionize the bioproduction of value-added compounds: From enzyme discovery to special applications DOI Creative Commons
Birgit Wiltschi, Tomislav Cernava, Alexander Dennig

et al.

Biotechnology Advances, Journal Year: 2020, Volume and Issue: 40, P. 107520 - 107520

Published: Jan. 23, 2020

Competitive sustainable production in industry demands new and better biocatalysts, optimized bioprocesses cost-effective product recovery. Our review sheds light on the progress made for individual steps towards these goals, starting with discovery of enzymes their corresponding genes. The are subsequently engineered to improve performance, combined reaction cascades expand scope integrated whole cells provide an optimal environment bioconversion. Strain engineering using synthetic biology methods tunes host production, design optimizes conditions downstream processing ensures efficient recovery commercially viable products. Selected examples illustrate how modified can revolutionize future-oriented applications ranging from bioproduction bulk-, specialty- fine chemicals, active pharmaceutical ingredients carbohydrates, over conversion greenhouse-gas CO2 into valuable products biocontrol agriculture, recycling polymers precious metals.

Language: Английский

Citations

148