Article
Biochemistry & Molecular Biology
Hebatalla Mohamed, Stella A. Child, John B. Bruning, Stephen G. Bell
Summary: Members of the CYP51 family of cytochrome P450 enzymes, including CYP51 from Mycobacterium marinum and Mycobacterium tuberculosis, were studied to determine their functional conservation. The enzymes displayed differences in heme spin state and ligand binding, indicating structural differences. Both enzymes were able to oxidatively demethylate lanosterol, but had different binding properties compared to other bacterial and eukaryotic species.
JOURNAL OF STEROID BIOCHEMISTRY AND MOLECULAR BIOLOGY
(2022)
Article
Chemistry, Medicinal
Amna Ghith, Daniel Z. Doherty, John B. Bruning, Robert A. Russell, James J. De Voss, Stephen G. Bell
Summary: The study investigates the functional conservation of steroid binding CYP142 cytochrome P450 enzymes in different Mycobacterium species. Results show that the amino acid sequences and substrate binding properties of these enzymes are more similar to CYP142A1 from M. tuberculosis. The X-ray crystal structures of two CYP142A3 enzymes and their substrate binding modes were determined, providing insights into the high selectivity of these enzymes.
ACS INFECTIOUS DISEASES
(2022)
Article
Chemistry, Multidisciplinary
Hui Chen, Tianhua Tang, Christian A. Malapit, Yoo Seok Lee, Matthew B. Prater, N. Samali Weliwatte, Shelley D. Minteer
Summary: Petroleum hydrocarbons are a major energy source and an important feedstock for the chemical industry. The deep conversion of inert hydrocarbons to more valuable chemicals is a significant challenge. In this study, a multistep bioelectrocatalytic system was developed to achieve the one-pot deep conversion of heptane to N-heptylhepan-1-imine. This system successfully realized the conversion of inert hydrocarbons to imines, providing a new methodology for the comprehensive conversion and utilization of inert hydrocarbons.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Article
Biochemistry & Molecular Biology
Amna Ghith, Stephen G. Bell
Summary: Members of the bacterial cytochrome P450 (CYP) monooxygenase family, CYP125, play a role in the initial activation step of the catabolism of steroid derivatives. However, some bacteria have multiple genes encoding CYP125 enzymes and other CYP enzymes that can catalyze the terminal oxidation of the alkyl chain of sterols. This study investigated the role of CYP125A6 and CYP125A7 from Mycobacterium marinum in oxidizing cholesterol analogues, revealing differences in substrate binding and catalytic activity between the two enzymes.
JOURNAL OF STEROID BIOCHEMISTRY AND MOLECULAR BIOLOGY
(2023)
Article
Biochemistry & Molecular Biology
Amna Ghith, John B. Bruning, Stephen G. Bell
Summary: The CYP124 family of cytochrome P450 enzymes plays a role in the metabolism of methyl branched lipids and cholesterol derivatives. By comparing the equivalent enzymes from Mycobacterium marinum and Mycobacterium tuberculosis, differences in substrate binding and catalytic oxidation were observed. The CYP124 enzyme from M. tuberculosis showed a larger shift to the ferric high-spin state and displayed distinct UV-vis spectra compared to the enzyme from M. marinum when binding cholesterol derivatives. However, both enzymes maintained selectivity for oxidation at the omega-carbon of a branched chain.
ARCHIVES OF BIOCHEMISTRY AND BIOPHYSICS
(2023)
Article
Chemistry, Physical
Nan-Wei Wan, Hai-Bo Cui, Ling Zhao, Jing Shan, Ke Chen, Zhong-Qiang Wang, Xiao-Jian Zhou, Bao-Dong Cui, Wen-Yong Han, Yong-Zheng Chen
Summary: The development of a high throughput screening assay for the directed evolution of cytochrome P450DA hydroxylase was reported in this study. The best triple-mutant P450DA-M3 was identified with improvements in catalytic efficiency and stereoselectivity.
CATALYSIS SCIENCE & TECHNOLOGY
(2022)
Article
Chemistry, Organic
Zhi Chen, Wenkai Zhu, Chaodong Wang, Ning Xu, Qianxi Jin, Xule Huang, Shengjie Song, Jianjun Li
Summary: Difluorinated compounds play an important role in organic synthesis and medicinal chemistry due to fluoride's ability to modify molecule properties. This paper presents an efficient method for difluorination of inert C(sp(3))-H bonds using an N-directed 1,5-hydrogen-atom transfer (1,5-HAT) strategy. The approach allows for late-stage difluorination of complex molecules and can tolerate various functional groups. The proposed mechanism involves the formation of an amine radical cation and a radical chain propagation process, providing a new avenue for nitrogen-centered radical generation in the 1,5-HAT reaction.
ORGANIC CHEMISTRY FRONTIERS
(2023)
Article
Chemistry, Multidisciplinary
Xiao-Hui Liu, Hai-Yang Yu, Jia-Ying Huang, Ji-Hu Su, Can Xue, Xian-Tai Zhou, Yao-Rong He, Qian He, De-Jing Xu, Chao Xiong, Hong-Bing Ji
Summary: In this study, a biomimetic approach for the aerobic oxidation of C-sp(3)-H bonds was developed, which showed excellent efficiency and mild reaction conditions. The Cu-I-radical intermediate species generated from the catalyst played a critical role in the reaction rate, and the PINO mechanism was demonstrated for the C-sp(3)-H bond oxidation.
Article
Biotechnology & Applied Microbiology
Philipp N. Scheller, Bettina M. Nestl
APPLIED MICROBIOLOGY AND BIOTECHNOLOGY
(2016)
Article
Biochemistry & Molecular Biology
Maike Lenz, Jan Meisner, Leann Quertinmont, Stefan Lutz, Johannes Kaestner, Bettina M. Nestl
Article
Biochemistry & Molecular Biology
Bettina M. Nestl, Christopher Geinitz, Stephanie Popa, Sari Rizek, Robert J. Haselbeck, Rosary Stephen, Michael A. Noble, Max-Philipp Fischer, Erik C. Ralph, Hoi Ting Hau, Henry Man, Muhiadin Omar, Johan P. Turkenburg, Stephen van Dien, Stephanie J. Culler, Gideon Grogan, Bernhard Hauer
NATURE CHEMICAL BIOLOGY
(2017)
Article
Biochemical Research Methods
Maike Lenz, Philipp N. Scheller, Sven M. Richter, Bernhard Hauer, Bettina M. Nestl
PROTEIN EXPRESSION AND PURIFICATION
(2017)
Review
Biotechnology & Applied Microbiology
Maike Lenz, Niels Borlinghaus, Leonie Weinmann, Bettina M. Nestl
WORLD JOURNAL OF MICROBIOLOGY & BIOTECHNOLOGY
(2017)
Article
Chemistry, Physical
Niels Borlinghaus, Sebastian Gergel, Bettina M. Nestl
Article
Chemistry, Physical
Niels Borlinghaus, Leonie Weinmann, Florian Krimpzer, Philipp N. Scheller, Ammar Al-Shameri, Lars Lauterbach, Anne-Sophie Coquel, Claus Lattemann, Bernhard Hauer, Bettina M. Nestl
Article
Biochemistry & Molecular Biology
Peter Stockinger, Luca Schelle, Benedikt Schober, Patrick C. F. Buchholz, Juergen Pleiss, Bettina M. Nestl
Article
Chemistry, Physical
Peter Stockinger, Niels Borlinghaus, Mahima Sharma, Benjamin Aberle, Gideon Grogan, Juergen Pleiss, Bettina M. Nestl
Summary: Enzyme engineering was used to switch the selectivity of NADH-IRED-Ms, leading to a variant with (S)-selectivity in asymmetric reductions; the quintuple variant exhibited high catalytic efficiency and reverse stereopreference in the reduction of cyclic imine, achieving >99% conversion and 91% enantiomeric excess.
Article
Chemistry, Physical
Bernd A. Nebel, Michael Breuer, Andreas Schneider, Benjamin Aberle, Stephan C. Hammer, Per-Olof Syren, Martin J. Weissenborn, Bettina M. Nestl
Summary: This article reflects on Professor Bernhard Hauer's distinguished career in biocatalysis and highlights his contributions to the application and development of enzymes.
Article
Chemistry, Multidisciplinary
Ammar Al-Shameri, Niels Borlinghaus, Leonie Weinmann, Philipp N. Scheller, Bettina M. Nestl, Lars Lauterbach
Article
Biochemistry & Molecular Biology
Lisa C. Kuehnel, Bettina M. Nestl, Bernhard Hauer
Article
Chemistry, Physical
Konrad B. Otte, Elena Maurer, Marko Kirtz, Daniela Grabs, Eric Althoff, Sebastian Bartsch, Andreas Vogel, Bettina M. Nestl, Bernhard Hauer
Article
Chemistry, Physical
Rebecca M. Demming, Konrad B. Otte, Bettina M. Nestl, Bernhard Hauer
Article
Chemistry, Physical
Dennis Wetzl, Jennifer Bolsinger, Bettina M. Nestl, Bernhard Hauer
Article
Chemistry, Organic
Faiza Diaba, Gisela Trenchs
Summary: The first violet light-mediated synthesis of gamma- and delta-lactams from N-alkenyl trichloroacetamides is reported in this paper. The reactions are conducted in tetrahydrofuran or 2-methyltetrahydrofuran as the sole solvent without catalysts or additives, under non-anhydrous conditions in an air atmosphere where the solvent serves as the radical initiator.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Feroze Hussain, Sajjad Ahmed, Ashiq Hussain Padder, Qazi Naveed Ahmed
Summary: This study reports a novel and efficient one-pot synthesis method for mixed phosphorotrithioates, which does not require supplementary additives and shows broad applicability.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Hyunjin Oh, Ikyon Kim
Summary: A new 1,2,4-triazole-pyrrolo[1,2-a]pyrazine hybrid system, 6-acylpyrrolo[1,2-a][1,2,4]triazolo[5,1-c]pyrazine, was synthesized using a catalyst-free method. This method involved sequential exposure of pyrrole-2-carbonitrile-derived substrates to DMF-DMA and acyl hydrazide, resulting in the formation of acylated pyrazine and 1,2,4-triazole rings, enabling the installation of various substituents at specific positions on the core skeleton.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Ming Yan, Si-fan Wang, Yong-po Zhang, Jin-zhong Zhao, Zhuo Tang, Guang-xun Li
Summary: Here we developed an efficient photocatalytic approach for the convenient preparation of sulfinamides. The reaction allows for the gram-scale preparation of sulfinamides and the one-pot synthesis of various sulfonyl amides.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Farzaneh Bandehali-Naeini, Zahra Tanbakouchian, Noushin Farajinia-Lehi, Nicolas Mayer, Morteza Shiri, Martin Breugst
Summary: Two tandem catalytic systems were developed for the synthesis of novel 3,4-disubstituted maleimides using the same Ugi adducts. Different maleimide structures can be synthesized using either Pd or Cu catalysis.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Tanya Raghava, Anjan Chattopadhyay, Subhadeep Banerjee, Nivedita Sarkar
Summary: Amine substitution of two ortho fluorine atoms of tetrafluoroterephthalonitrile through SNAr chemistry is easily achievable. But further fluorine substitution is only possible under forcing conditions, yielding valuable fluorophores for bioimaging.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Review
Chemistry, Organic
Anju Chadha, Santosh Kumar Padhi, Selvaraj Stella, Sowmyalakshmi Venkataraman, Thangavelu Saravanan
Summary: Alcohol dehydrogenases are enzymes that use cofactors for oxidation or reduction reactions of alcohols or carbonyl compounds. They are utilized in green chemistry and have applications in the production of pharmaceuticals. Recombinant enzymes have solved the challenge of producing purified enzymes in large quantities. Engineered alcohol dehydrogenases have been used in asymmetric synthesis in industry. Various methods have been established for regenerating expensive cofactors to make the enzymatic process more efficient and economically viable.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)