Article
Chemistry, Multidisciplinary
Musa M. Musa
Summary: The racemization of enantiopure phenyl-ring-containing alcohols was achieved by concurrently using I86A and W110G mutants of TeSADH, which was marginally more efficient compared to using W110G TeSADH alone as reported previously.
Review
Biochemistry & Molecular Biology
Musa M. Musa, Claire Vieille, Robert S. Phillips
Summary: This review discusses recent efforts to expand the substrate scope and tune the enantioselectivity of TeSADH and TbSADH using site-directed mutagenesis and directed evolution, and highlights various examples of asymmetric synthesis of optically active alcohols using these enzymes.
Article
Chemistry, Organic
Yahan Wu, Kaiji Wang, Xia Wang, Jingjing Wu, Fanhong Wu
Summary: An efficient biocatalytic reduction protocol using commercial NADPH-dependent ketoreductase K234 and 2-propanol as a co-substrate for NADPH regeneration has been developed for the synthesis of chiral fluoroalkyl secondary alcohols. The reaction showed high conversion and favorable enantioselectivity at high substrate concentrations, making it suitable for a broad range of prochiral fluoroketones. This study highlights the potential of using K234 for the industrial production of valuable chiral fluorohydrins and provides insights into the application of ketoreductase K234 for the asymmetric synthesis of chiral secondary alcohols.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2023)
Article
Biochemistry & Molecular Biology
Gwen Tjallinks, Caterina Martin, Marco W. Fraaije
Summary: The FAD-containing alcohol oxidase exhibits high efficiency in selectively oxidizing secondary alcohols, producing high-purity (R)-alcohols through selective oxidation of (S)-alcohols, supported by in silico docking studies confirming its (S)-selectivity.
ARCHIVES OF BIOCHEMISTRY AND BIOPHYSICS
(2021)
Article
Biotechnology & Applied Microbiology
Natael M. Wayllace, Nicolas Hedin, Maria Busi, Diego F. Gomez-Casati
Summary: In this study, a new glucoamylase (TeGA) was identified from Thermoanaerobacter ethanolicus and characterized for its stability and activity. TeGA exhibited high thermostability and specific activity, and was able to hydrolyze different starches. Therefore, TeGA may have potential applications in industrial processes such as biofuel production and food processing.
BIOTECHNOLOGY LETTERS
(2022)
Article
Biotechnology & Applied Microbiology
Li-Qun Jin, Yi-Ting Jin, Jing-Wei Zhang, Zhi-Qiang Liu, Yu-Guo Zheng
Summary: Glucose isomerase mutant TEGI-M2 showed optimal activity at high temperature and neutral pH, with structural differences compared to the original enzyme investigated through molecular docking. TEGI-M2 exhibited increased enzyme activity and decreased Km, resulting in higher D-fructose yield in one-step biosynthesis of HFCS. This improved catalytic performance of TEGI-M2 is significant for industrial production of D-fructose.
ENZYME AND MICROBIAL TECHNOLOGY
(2022)
Article
Chemistry, Organic
Ibrahim Karume, Simon Bbumba, Simon Tewolde
Summary: The activity and selectivity of W110G Thermoanaerobacter ethanolicus secondary alcohol dehydrogenase were affected by cosubstrate and cosolvent at different temperatures. The enantiomeric excess (ee) dropped significantly at 60 degrees C, indicating increased selectivity mistakes. However, the ee increased exponentially with cosubstrate concentration, reaching 94% with 30-70% v/v 2-propanol. Enzyme activity decreased at =30% v/v 2-propanol, resulting in lower ee. The lowest ee (<3%) was observed using 5% v/v 2-propanol at 30-40 degrees C, which prolonged enzyme life.
LETTERS IN ORGANIC CHEMISTRY
(2023)
Article
Biotechnology & Applied Microbiology
Lisa Hitschler, Laura Sofie Nissen, Michelle Kuntz, Mirko Basen
Summary: By studying enzymes in Thermoanaerobacter, it was found that AdhE and AdhB play important roles in alcohol production from sugar and reduction of organic acids, while the functions of AdhA-type enzymes are less clear. Future research is needed to elucidate the role of aldehyde:ferredoxin oxidoreductase in bio-alcohol formation.
BIOTECHNOLOGY FOR BIOFUELS
(2021)
Article
Microbiology
Sean Michael Scully, Aaron E. Brown, Yannick Mueller-Hilger, Andrew B. Ross, Johann Orlygsson
Summary: Thermoanaerobacter pseudoethanolicus has the ability to convert short-chain fatty acids to their corresponding alcohols, with slightly acidic culture conditions being optimal for the reduction process. Increasing initial glucose concentration leads to higher conversion rates of SCFAs to alcohols.
Review
Chemistry, Multidisciplinary
Musa M. Musa
Summary: This review covers examples of synthesizing optically active alcohols using ADHs that exhibit anti-Prelog stereopreference, including both wild-type and engineered ADHs.
Article
Food Science & Technology
Naila Boby, Eon-Bee Lee, Muhammad Aleem Abbas, Na-Hye Park, Sam-Pin Lee, Md. Sekendar Ali, Seung-Jin Lee, Seung-Chun Park
Summary: FSC pretreatment reduces blood alcohol and acetaldehyde concentrations, modulates liver enzyme activities, increases antioxidant enzyme expression, and decreases inflammatory cytokine gene expression in the liver. Additionally, it shows no acute oral toxicity in female rats and may be beneficial for reducing alcohol-induced damage.
Article
Chemistry, Organic
Xianke Sang, Feifei Tong, Zhigang Zeng, Minghu Wu, Bo Yuan, Zhoutong Sun, Xiang Sheng, Ge Qu, Miguel Alcalde, Frank Hollmann, Wuyuan Zhang
Summary: Propargylic alcohols and amines are versatile building blocks in organic synthesis. This study demonstrates a straightforward enzymatic cascade reaction to synthesize enantiomerically pure propargylic alcohols and amines from readily available racemic starting materials with yields of 70-99%.
Article
Chemistry, Analytical
Yang Zhang, Yuxi Huang, Jingjing Fan, Meng Zhang, Aobulikasimu Hasan, Yang Yi, Rong Yu, Xujie Zhou, Min Ye, Xue Qiao
Summary: Accurate metabolite characterization is crucial for targeted metabolomics. However, the limited library of metabolites, especially downstream conjugates, and the time-consuming synthesis of each compound pose challenges. In this study, a green and smart strategy was developed to expand the scope of targeted metabolomics. By synthesizing reference standards in a one-pot microscale reaction, we tailored the analytical method and studied a group of new metabolites, bile acid-amino acid conjugates (BA-AAs). Additionally, we established an ultra-high-performance liquid chromatography /Orbitrap-MS method to profile bile acid derivatives comprehensively. The method was successfully applied to mice with inflammatory bowel disease (IBD) and helped discover rare BA-AAs accumulating in the small intestine and liver. These findings contribute to the understanding of IBD development. The study demonstrates a viable approach for broad-spectrum targeted metabolomics of bile acids.
ANALYTICAL CHEMISTRY
(2022)
Article
Chemistry, Physical
Jiang Wang, Xin Lin, Pan-Lin Shao, Jingyuan Song, Jialin Wen, Xumu Zhang
Summary: This study presents an Rh/DuanPhos-catalyzed double asymmetric hydrogenation of alpha-iminoketones for accessing chiral vicinal amino alcohols. The methodology offers advantages such as one-pot operation, high efficiency, operational simplicity, limited waste, broad reaction scope, and high yields and stereoselectivities. Furthermore, the mechanism of the transformation was revealed to be a stepwise reaction by isolating and analyzing reaction intermediates.
Article
Biotechnology & Applied Microbiology
Jinling Xu, Haisheng Zhou, Haoran Yu, Tong Deng, Ziyuan Wang, Hongyu Zhang, Jianping Wu, Lirong Yang
Summary: NADP(+)-specific ADH from Clostridium beijerinckii was engineered for efficient NADPH cofactor regeneration using an automated algorithm named Protein Repair One-stop Shop (PROSS), resulting in a mutant enzyme with significantly improved activity and stability, demonstrating great industrial potential in the synthesis of fine chiral aromatic alcohols.
BIORESOURCES AND BIOPROCESSING
(2021)
Review
Chemistry, Medicinal
Musa M. Musa
Article
Biochemistry & Molecular Biology
Fajr A. Aleisa, Kosuke Sakashita, Jae Man Lee, Dina B. AbuSamra, Bader Al Alwan, Shuho Nozue, Muhammad Tehseen, Samir M. Hamdan, Satoshi Habuchi, Takahiro Kusakabe, Jasmeen S. Merzaban
JOURNAL OF BIOLOGICAL CHEMISTRY
(2020)
Article
Chemistry, Analytical
Vlad-Stefan Raducanu, Fahad Rashid, Manal S. Zaher, Yanyan Li, Jasmeen S. Merzaban, Samir M. Hamdan
SENSORS AND ACTUATORS B-CHEMICAL
(2020)
Article
Multidisciplinary Sciences
Claudia Lancey, Muhammad Tehseen, Vlad-Stefan Raducanu, Fahad Rashid, Nekane Merino, Timothy J. Ragan, Christos G. Savva, Manal S. Zaher, Afnan Shirbini, Francisco J. Blanco, Samir M. Hamdan, Alfredo De Biasio
NATURE COMMUNICATIONS
(2020)
Article
Chemistry, Organic
Sodiq A. Nafiu, Masateru Takahashi, Etsuko Takahashi, Samir M. Hamdan, Musa M. Musa
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2020)
Article
Biochemistry & Molecular Biology
Vlad-Stefan Raducanu, Ioannis Isaioglou, Daniela-Violeta Raducanu, Jasmeen S. Merzaban, Samir M. Hamdan
JOURNAL OF BIOLOGICAL CHEMISTRY
(2020)
Article
Biochemical Research Methods
Vlad-Stefan Raducanu, Muhammad Tehseen, Afnan Shirbini, Daniela-Violeta Raducanu, Samir M. Hamdan
JOURNAL OF CHROMATOGRAPHY A
(2020)
Article
Virology
Zahir Ali, Rashid Aman, Ahmed Mahas, Gundra Sivakrishna Rao, Muhammad Tehseen, Tin Marsic, Rahul Salunke, Amit K. Subudhi, Sharif M. Hala, Samir M. Hamdan, Arnab Pain, Fadwa S. Alofi, Afrah Alsomali, Anwar M. Hashem, Asim Khogeer, Naif A. M. Almontashiri, Malak Abedalthagafi, Norhan Hassan, Magdy M. Mahfouz
Article
Genetics & Heredity
Susan E. Tsutakawa, Chi-Lin Tsai, Chunli Yan, Amer Bralic, Walter J. Chazin, Samir M. Hamdan, Orlando D. Scharer, Ivaylo Ivanov, John A. Tainer
Review
Environmental Sciences
Alexis Nzila, Musa M. Musa
Summary: Research on the microbial degradation of the high-molecular-weight polycyclic aromatic hydrocarbon BaP remains limited, as BaP consists of five fused aromatic rings which give it high chemical stability, making it resistant to degradation. The review highlights studies on BaP bacterial degradation and current gaps in knowledge, proposing new avenues of research.
INTERNATIONAL JOURNAL OF ENVIRONMENTAL RESEARCH AND PUBLIC HEALTH
(2021)
Review
Biochemistry & Molecular Biology
Musa M. Musa, Claire Vieille, Robert S. Phillips
Summary: This review discusses recent efforts to expand the substrate scope and tune the enantioselectivity of TeSADH and TbSADH using site-directed mutagenesis and directed evolution, and highlights various examples of asymmetric synthesis of optically active alcohols using these enzymes.
Review
Chemistry, Multidisciplinary
Musa M. Musa
Summary: This review covers examples of synthesizing optically active alcohols using ADHs that exhibit anti-Prelog stereopreference, including both wild-type and engineered ADHs.
Article
Chemistry, Multidisciplinary
Musa M. Musa
Summary: The racemization of enantiopure phenyl-ring-containing alcohols was achieved by concurrently using I86A and W110G mutants of TeSADH, which was marginally more efficient compared to using W110G TeSADH alone as reported previously.
Review
Chemistry, Physical
Auwal Eshi Sardauna, Muhammad Abdulrasheed, Alexis Nzila, Musa M. Musa
Summary: Biocatalytic asymmetric reduction of prochiral bulky-bulky ketones is a challenging task due to the subtle differences in size of their alkyl or aryl groups. This review summarizes recent examples of this transformation and proposes strategies to improve its efficiency.
MOLECULAR CATALYSIS
(2023)
Article
Biology
Zahir Ali, Ashwag Shami, Khalid Sedeek, Radwa Kamel, Abdulrahman Alhabsi, Muhammad Tehseen, Norhan Hassan, Haroon Butt, Ahad Kababji, Samir M. Hamdan, Magdy M. Mahfouz
COMMUNICATIONS BIOLOGY
(2020)
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)