Review
Chemistry, Organic
Badipatla Vishnu Priya, Santosh Kumar Padhi
Summary: Hydroxynitrile lyases (HNLs) are enzymes of significant importance in organic synthesis, primarily catalyzing the stereoselective synthesis of cyanohydrins, and also carrying out asymmetric nitroaldol synthesis. Recent discoveries and developments in HNLs have expanded their synthetic scope and enhanced their catalytic ability through engineering. HNLs show promise in biocatalytic applications, including the synthesis of chiral alpha-cyanohydrins and beta-nitroalcohols, substrate selectivity, and enantioselectivity.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Biochemistry & Molecular Biology
Rubina Gilani, Surabhi Lata, Nivedita Rai, Mohd. Akif, Santosh Kumar Padhi, Badipatla Vishnu Priya, D. H. Sreenivasa Rao
Summary: Protein engineering is crucial for enhancing promiscuous catalytic activity in biocatalytic applications. In this study, we investigated the significance of binding site residues in Arabidopsis thaliana hydroxynitrile lyase (AtHNL) for retro-nitroaldolase activity. Through engineering, we improved the enantioselective retro-nitroaldolase activity of AtHNL, enabling the production of enantiopure beta-nitroalcohols with an opposite absolute configuration to the stereopreference of HNL. The variant F179A exhibited a 12-fold increase in selectivity for the retro-nitroaldol reaction compared to the natural activity of the parent enzyme.
BIOORGANIC CHEMISTRY
(2022)
Article
Chemistry, Physical
Josei Coloma, Peter-Leon Hagedoorn, Isabel Bento, Ulf Hanefeld
Summary: GtHNL is a manganese dependent cupin enzyme that can catalyze the enantioselective synthesis of cyanohydrins. It also has the ability to catalyze the oxidative cleavage of α-methyl styrene. The introduction of variants like H96A and H96F can enhance its catalytic activity towards oxidative cleavage of styrenes.
Article
Chemistry, Physical
Francisco G. Cirujano, Nuria Martin, Neyvis Almora-Barrios, Carlos Marti-Gastaldo
Summary: The porous material based on CuGHK peptide, with pockets decorated with lysine side chain active sites, shows high activity in the Henry reaction by absorbing benzaldehyde molecules. Experimental and computational approaches are used to investigate the mechanistic pathways.
CATALYSIS SCIENCE & TECHNOLOGY
(2021)
Article
Biochemistry & Molecular Biology
D. H. Sreenivasa Rao, Kummari Shivani, Santosh Kumar Padhi
Summary: Enantiopure beta-nitroalcohols are versatile intermediates for the synthesis of pharmaceuticals and chiral synthons. This study demonstrated that immobilized AtHNL catalyzes the preparation of (S)-beta-nitroalcohols from racemic mixtures through retro-Henry reaction with increased efficiency and pH stability. The enzyme showed a broad substrate selectivity and produced products with high enantiomeric excess up to 98.5%.
APPLIED BIOCHEMISTRY AND BIOTECHNOLOGY
(2021)
Review
Chemistry, Organic
D. H. Sreenivasa Rao, Ayon Chatterjee, Santosh Kumar Padhi
Summary: Chiral beta-nitroalcohols are important building blocks in organic synthesis, and biocatalytic methods have gained significant importance for their asymmetric synthesis. Different biocatalytic strategies, such as kinetic resolution and Henry reaction, have been developed for the asymmetric synthesis of beta-nitroalcohol stereoisomers.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2021)
Article
Chemistry, Physical
Dominika Stradomska, Jose Coloma, Ulf Hanefeld, Katarzyna Szymanska
Summary: In this study, highly productive synthesis of enantiomerically pure cyanohydrins was achieved by immobilizing hydroxynitrile lyase in a silica microreactor. The use of a flow microreactor not only suppressed background reactions but also maintained high substrate conversion and enantiomeric excess.
CATALYSIS SCIENCE & TECHNOLOGY
(2022)
Article
Multidisciplinary Sciences
Chongyang Wang, Changshui Liu, Xiaochuan Zhu, Quancai Peng, Qingjun Ma
Summary: This study reveals the structural flexibility of Vibrio dual lipases/transferases and proposes a mechanism for tuning the catalytic site to explain enzyme promiscuity. Enzyme promiscuity, the ability to catalyze multiple substrates and reactions, is widely observed but poorly understood. The researchers discovered a flexible catalytic triad machinery in Vibrio dual lipase/transferase that can undergo conformational changes to facilitate substrate and catalytic promiscuity.
NATURE COMMUNICATIONS
(2023)
Article
Biotechnology & Applied Microbiology
Erik Mueller, Olga Sosedov, Janosch Alexander David Groening, Andreas Stolz
Summary: Efficient systems for the biocatalytic production of (R)-2-hydroxycarboxylic acids and (R)-2-hydroxycarboxamides were generated through the study of recombinant Escherichia coli strains, enabling more efficient synthesis of these valuable compounds.
BIOTECHNOLOGY LETTERS
(2021)
Article
Chemistry, Multidisciplinary
Xiaoyang Chen, Zhiguo Wang, Yujiao Lou, Yongzhen Peng, Qiaoyan Zhu, Jian Xu, Qi Wu
Summary: This study successfully achieved an intramolecular stereoselective Stetter reaction catalyzed by benzaldehyde lyase through rational structure screening of various ThDP-dependent enzymes using molecular dynamics simulations. The optimized novel enzyme function exhibited high productivity (up to 99 %) and stereoselectivity (up to 99:1 e.r.).
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Physical
Jian-Rong Dai, M. S. Jiang-Tao Sha, Min-Hua Zong, Ning Li
Summary: In this work, the horseradish peroxidase (HRP)-catalyzed aerobic oxidation of reduced nicotinamide cofactors (NADH) was reported. The oxidation was achieved at neutral and alkaline pH by using external amino acids (AAs). The presence of AAs promoted the formation of compound III and its decay back to the ground state. This method offers an alternative way to recycle NAD(P)(+) and has potential for HRP-catalyzed aerobic oxidations.
Article
Chemistry, Analytical
Charles Blanluet, Diego A. Huyke, Ashwin Ramachandran, Alexandre S. Avaro, Juan G. Santiago
Summary: This study demonstrates that endpoint-based assays in CRISPR-Cas12 detection are limited by experimental choices and work best for known target concentrations. It also reveals that SNP activation results in measurable changes in the kinetic parameters of Cas12 trans-cleavage. To overcome the limitations of endpoint-based assays, the researchers developed a new assay based on the quantification of Michaelis-Menten parameters.
ANALYTICAL CHEMISTRY
(2022)
Article
Biotechnology & Applied Microbiology
Zhuofu Ni, Andrew E. Stine, Keith E. J. Tyo, Linda J. Broadbelt
Summary: Enzyme substrate promiscuity is important for metabolic engineering, and predicting possible enzymatic side reactions is crucial for understanding underground metabolic networks in microorganisms and producing desired chemicals.
METABOLIC ENGINEERING
(2021)
Article
Engineering, Chemical
Rakhi Vishwakarma, Lakshmi Kantam Mannepalli, Virendra Rathod
Summary: The performance of fluorapatite (FAP) catalyst in the kinetics of Henry reaction was investigated. The catalyst exhibited the highest conversion and selectivity of 65% and 80%, respectively, at a temperature of 323 K. The kinetic model was validated, and the absence of mass transfer resistance was confirmed using the Weisz Prater criterion. The synthesized catalyst was characterized using various techniques, and the effects of catalyst loading, temperature, mole-ratio, stirring speed, and solvents on the reaction were studied. The FAP catalyst showed good reusability for up to four cycles.
CHEMICAL ENGINEERING RESEARCH & DESIGN
(2022)
Article
Biotechnology & Applied Microbiology
Xiaolin Pei, Jiapao Wang, Haoteng Zheng, Qinjie Xiao, Anming Wang, Weike Su
Summary: The CatIBs method induced by self-assembling peptides can conveniently purify and immobilize target proteins as biocatalysts, and this method also increases the tolerance of target proteins to lower pH values.
ENZYME AND MICROBIAL TECHNOLOGY
(2022)
Article
Food Science & Technology
Anne Stoebener, Mario Fabuel Ortega, Christoph J. Bolten, Edwin Ananta, Shantha Nalur, Andreas Liese
INTERNATIONAL JOURNAL OF FOOD SCIENCE AND TECHNOLOGY
(2020)
Article
Environmental Sciences
Steffen Hackbusch, Nuttapol Noirungsee, Juan Viamonte, Xiaoxu Sun, Paul Bubenheim, Joel E. Kostka, Rudolf Mueller, Andreas Liese
MARINE POLLUTION BULLETIN
(2020)
Editorial Material
Chemistry, Multidisciplinary
Stephan Luetz, Andreas Liese
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2020)
Article
Chemistry, Applied
Niclas Buescher, Claas Spille, John K. Kracht, Giovanni Sayoga, Ayad W. H. Dawood, Maria Isabelle Maiwald, Dirk Herzog, Michael Schlueter, Andreas Liese
ORGANIC PROCESS RESEARCH & DEVELOPMENT
(2020)
Article
Biotechnology & Applied Microbiology
Benjamin Thomas, Daniel Ohde, Simon Matthes, Claudia Engelmann, Paul Bubenheim, Koichi Terasaka, Michael Schlueter, Andreas Liese
Summary: Microbubble aeration provides advantages in biocatalysis, increasing product yield and reducing oxygen consumption. With higher mass transfer performance and less gas consumption, microbubble aerators are more suitable for applications in biosynthesis reactions.
BIOTECHNOLOGY AND BIOENGINEERING
(2021)
Article
Chemistry, Physical
Claudia Engelmann, Jens Johannsen, Thomas Waluga, Georg Fieg, Andreas Liese, Paul Bubenheim
Article
Chemistry, Organic
Carmen Plass, Niklas Adebar, Robert Hiessl, Joscha Kleber, Axel Grimm, Angelika Langsch, Rainer Otter, Andreas Liese, Harald Groeger
Summary: The search for more sustainable solutions in plastics production involves transitioning additives from fossil-based to bio-renewable raw materials, along with designing greener polymers tailored from renewable feedstocks. The synthesis and technical evaluation of novel bio-based plasticizers have shown promising performance and compatibility with PVC.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Organic
Jannis A. Reich, Miriam Assmann, Kristin Hoelting, Paul Bubenheim, Juergen Kuballa, Andreas Liese
Summary: The importance of a compound that fights against influenza is self-evident during a pandemic. Continuous flow reactors in chemical industry are considered the next stepping stone for large scale production of these compounds. This study investigates the synthesis of N-acetylneuraminic acid in a continuous fixed-bed reactor using immobilized enzymes, and shows the potential of a high-pressure circular reactor for increasing reaction equilibrium conversion and yield.
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Physical
Benjamin Thomas, Daniel Ohde, Simon Matthes, Paul Bubenheim, Koichi Terasaka, Michael Schlueter, Andreas Liese
Summary: During the optimization of biocatalysis processes, it is important to overcome the limitations of mass transfer and enzyme stability. Aeration with microbubbles is advantageous due to its high gas utility, low-pressure drop, and reduced foam formation. This study compares the effects of microbubble, classic sub-millibubble, and macrobubble aeration on enzyme stability and gas utility.
CATALYSIS SCIENCE & TECHNOLOGY
(2023)
Review
Polymer Science
Leon Klose, Neele Meyer-Heydecke, Sasipa Wongwattanarat, Jennifer Chow, Pablo Perez Garcia, Camille Carre, Wolfgang Streit, Garabed Antranikian, Ana Malvis Romero, Andreas Liese
Summary: Epoxy resins are highly valued for their properties and applications, but the challenge lies in their non-biodegradability and unsustainable recycling methods. Recent progress has been made in plastic biodegradation, but mainly focuses on other polymers, leaving epoxy underrepresented. This review examines the approaches and challenges in biodegradation and recycling of epoxy, and highlights the analytical techniques used.
Article
Chemistry, Physical
Daniela Eixenberger, Aditya Kumar, Saskia Klinger, Nico Scharnagl, Ayad W. H. Dawood, Andreas Liese
Summary: The flow properties of packed bed reactors can be enhanced using 3D printing to create optimized structures that improve mass transfer and catalyst conversion rates. Surface-induced polymerization can increase the number of enzymes and enable smart reaction control. This publication demonstrates the application of surface-induced polymerization on 3D-printed structures for enzyme carriers.
Article
Biochemistry & Molecular Biology
Ana Malvis Romero, Jose Julian Morales, Leon Klose, Andreas Liese
Summary: Ulvan is a sulfated polysaccharide extracted from green macroalgae with unique properties. This study investigates the potential of Ulva fenestrata as a source of ulvan and explores the effect of extraction methods and time on ulvan yield. Results show that longer extraction times and the combination of enzymatic and ultrasound-assisted extraction can increase the ulvan yield.
Article
Chemistry, Multidisciplinary
Daniel Ohde, Benjamin Thomas, Simon Matthes, Shunya Tanaka, Paul Bubenheim, Koichi Terasaka, Michael Schluter, Andreas Liese
Summary: The study focuses on enhancing mass transfer in biocatalytic carboxylations using microbubble aeration compared to conventional macrobubble aeration. By analyzing bubble size distributions and interfacial area generation, it was found that microbubbles lead to higher mass transfer rates and affect biocatalyst activity.
Article
Chemistry, Organic
Kim E. Schlipkoeter, Tobias Betke, Joscha Kleber, Harald Groeger, Andreas Liese
ORGANIC & BIOMOLECULAR CHEMISTRY
(2020)
Article
Chemistry, Analytical
Robert Hiessl, Leon Hennecke, Carmen Plass, Joscha Kleber, Stefan Wahlefeld, Rainer Otter, Harald Groeger, Andreas Liese
ANALYTICAL METHODS
(2020)