Article
Biochemistry & Molecular Biology
Elif Ozyilmaz, Sebahat Ascioglu, Mustafa Yilmaz
Summary: Metal organic frameworks (MOFs) are hybrid materials with unique properties, used for enzyme immobilization. CRL@ Calix-ZIF-8 shows improved stability and catalytic activity in enzyme immobilization applications.
INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES
(2021)
Article
Chemistry, Multidisciplinary
Shang Gao, Jiaming Liu, Ming Chen
Summary: The study successfully synthesized compounds with high optical purity through catalytic asymmetric reactions, including (Z)-delta-hydroxymethyl-anti-homoallylic alcohols and alpha,beta-unsaturated aldehydes. Enantioconvergent pathways were utilized to achieve excellent optical purity.
Article
Chemistry, Organic
Jianfeng Wang, Yongzhen Peng, Jian Xu, Qi Wu
Summary: A cascade reaction for deracemization of racemic alcohols combining photooxidation and enzymatic reduction is described. The reaction can be achieved under mild conditions without isolating intermediate ketones, and various racemic alcohols can be converted into (R)- or (S)-enantiomers with high yields (up to 95%) and stereoselectivity (up to 99%).
ORGANIC & BIOMOLECULAR CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Yongbing Liu, Huanlin Diao, Guorong Hong, Jonathan Edward, Tao Zhang, Guoqiang Yang, Bin-Miao Yang, Yu Zhao
Summary: We have developed an enantioconvergent approach to chiral N-heterocycles using racemic diols and primary amines via cost-effective borrowing hydrogen annulation. The discovery of a chiral amine-derived iridacycle catalyst was crucial for achieving high efficiency and enantioselectivity in the one-step formation of two C-N bonds. This catalytic method provides quick access to a diverse range of enantioenriched pyrrolidines, including key precursors for valuable drugs like aticaprant and MSC 2530818.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2023)
Article
Environmental Sciences
Shohreh Ariaeenejad, Kaveh Kavousi, Morteza Maleki, Elaheh Motamedi, Ali A. Moosavi-Movahedi, Ghasem Hosseini Salekdeh
Summary: Immobilization of the bifunctional PersiManXyn1 on nano-carriers significantly enhanced the enzyme's activity and stability, leading to efficient conversion of lignocellulosic wastes such as corn cobs. The incorporation of Fe3O4 NPs on the CNCs improved the magnetic properties of the nano-carrier, allowing for easy separation and reuse of the immobilized biocatalyst.
Article
Chemistry, Multidisciplinary
Jun Li, Xiao Song, Yan Wang, Junrong Huang, Hengzhi You, Fen-Er Chen
Summary: Highly enantioselective Cu-catalyzed asymmetric allylic alkylation of racemic inert cyclic allylic ethers is achieved in this work. The use of Grignard reagents in combination with BF3.OEt2 and CuBr.SMe2/ L2 plays a key role in enabling the employment of low reactive allylic substrates. The approach also demonstrates advantages in constructing a stereogenic center involving sterically hindered nucleophiles.
Article
Chemistry, Inorganic & Nuclear
Mingqing Wang, Weiguo Zhou, Wei Cao, Kang Yang, Zehua Zhang, Xun Zhang, Maoming Xiong
Summary: Plant based biogenic synthesized nanocomposites, such as the Fe3O4@CLS/Ag nanocomposite discussed in this report, have emerged as highly promising materials for various applications including medical and chemical fields. This innovative nanocomposite was successfully synthesized using a sustainable approach mediated by green tea extract and exhibited excellent catalytic activity for the O-acetylation of alcohols and phenols under solvent-free conditions. Moreover, the Fe3O4@CLS/Ag nanocomposite demonstrated potent cytotoxicity against gastrointestinal system cancers, as well as significant antioxidant capacity. These findings highlight the novelty and industrial competence of this material for potential large-scale applications in both chemical and biological fields.
INORGANIC CHEMISTRY COMMUNICATIONS
(2023)
Article
Environmental Sciences
Xueping Liu, Ping Xue, Feng Jia, Keren Shi, Yaohua Gu, Lan Ma, Rui Li
Summary: The co-immobilized horseradish peroxidase-syringaldehyde system as biocatalyst showed excellent performance in degrading indole in water, achieving a degradation rate of 100% even with varying indole concentrations. The catalyst also demonstrated good reusability, maintaining a degradation rate of 91.8% after four cycles of operation. This research presents a novel biocatalytic approach with promising environmental benefits and reusability.
Article
Energy & Fuels
Ehsan Parandi, Maryam Safaripour, Magda H. Abdellattif, Majid Saidi, Alireza Bozorgian, Hamid Rashidi Nodeh, Shahabaldin Rezania
Summary: The main objective of this study was to produce biodiesel from waste cooking oil using immobilized lipase on a magnetic nanocomposite. The synthesized biocatalyst showed high efficiency in producing biodiesel at lower temperatures and optimal reaction conditions.
Article
Agriculture, Multidisciplinary
Xinnan Ma, Wenrui Huang, Yongqing Song, Juan Han, Jiacong Wu, Lei Wang, Yun Wang
Summary: This study developed a novel recyclable mVBA-b-P(AAm-co-AN)pglucose isomerase biocatalyst with improved substrate affinity and catalytic efficiency. Compared to the free enzyme, this biocatalyst showed superior stability and recyclability, making it a potential candidate for industrial production of high-fructose syrup.
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Qi Li, Ruiying Gao, Yi Zhang, Yufei Zhang, Tieliang Liu, Yu-Cai He, Ming-Ming Zheng
Summary: Chemobiocatalytic synthesis provides an effective approach for the transformation of biomass into high-value products. In this study, a novel and efficient route for the preparation of furfuryl alcohol from corncob was proposed, combining chemical and biological catalysis. The results demonstrated the successful conversion of furfural to furfuryl alcohol through the synergistic effect of catalysts and enzymes.
Article
Chemistry, Multidisciplinary
Qi Li, Ruiying Gao, Yi Zhang, Yufei Zhang, Tieliang Liu, Yu-Cai He, Ming-Ming Zheng
Summary: A novel and efficient route for the synthesis of furfuryl alcohol from corncob was proposed using microwave heating and a silica-supported SO42--TiO2 catalyst, achieving a high furfural yield of 73.3%. Novel recombinant E. coli EF22 cells were successfully constructed for the bioreduction of furfural to furfuryl alcohol, and optimal parameters for the process were identified. The chemobiocatalytic strategy combining the SO42--TiO2/SiO2 chemocatalyst and EF22@SA/Fe3O4 biocatalyst achieved a high furfuryl alcohol productivity of 0.5396 g FFAC per g xylan, highlighting the applicability of chemobiocatalysis.
Article
Chemistry, Physical
Zou Bin, Feng Ting, Yan Yan, Liu Feng, Onyinye Adesanya Idowu, Suo Hongbo
Summary: A novel cross-linked enzyme aggregate was designed and synthesized using lipase surface modification and immobilization techniques. The resulting enzyme aggregate showed higher activity and stability in esterification reactions, and exhibited improved performance in terms of storage and reusability.
CATALYSIS SCIENCE & TECHNOLOGY
(2022)
Article
Biotechnology & Applied Microbiology
Juan Jia, Ping Xue, Lan Ma, Keren Shi, Rui Li
Summary: In this study, industrial bacterial cellulose was functionalized and used as a support for coimmobilizing laccase and acetosyringone for degrading 2,4,5-trichlorophenol in water. The results showed that the solid biocatalyst had high activity and could effectively degrade the pesticide, while reducing phytotoxicity and improving seed germination rate.
BIOCHEMICAL ENGINEERING JOURNAL
(2022)
Article
Chemistry, Multidisciplinary
Ludovica Primitivo, Carla Sappino, Martina De Angelis, Francesco Righi, Marika Iannoni, Giulia Lucci, Gianmarco Luzzitelli, Lorenza Suber, Francesca Leonelli, Alessandra Ricelli, Giuliana Righi
Summary: The study reported the synthesis and catalytic activity of two ephedrine-based catalysts and two ephedrine-based magnetic nanoparticle-supported catalysts in the addition of diethylzinc to aromatic aldehydes and in the Henry reaction. The nanocatalyst showed poor performance in the addition of diethylzinc to aldehydes, but gave reasonable results in the Henry reaction. The proposed system is the first recyclable ephedrine-based magnetic nanocatalyst employed in an enantioselective reaction.
Article
Biochemistry & Molecular Biology
Gonzalo de Gonzalo, Nikola Loncar, Marco Fraaije
Summary: 5-Hydroxymethylfurfural oxidase (HMFO) is a useful biocatalyst for selective oxidation of alcohols using oxygen as a mild oxidant without expensive organic cofactors. Both wild-type HMFO and an engineered thermostable variant have shown good catalytic performance in the kinetic resolution of various benzofused alcohols. The use of natural deep eutectic solvents (NADES) has also been explored for HMFO-catalyzed alcohol oxidation, showing improved conversion and selectivity for racemic 1-indanol with different NADES, especially those containing carbohydrates. Proper selection of biocatalyst and NADES can provide good enantioselectivity, demonstrating the advantages of using these solvents in biocatalytic processes.
BIOCATALYSIS AND BIOTRANSFORMATION
(2023)
Article
Biology
Pascal Demange, Etienne Joly, Julien Marcoux, Patrick R. A. Zanon, Dymytrii Listunov, Pauline Rulliere, Cecile Barthes, Celine Noirot, Jean-Baptiste Izquierdo, Alexandrine Rozie, Karen Pradines, Romain Hee, Maria Vieira de Brito, Marlene Marcellin, Remy-Felix Serre, Olivier Bouchez, Odile Burlet-Schiltz, Maria Conceicao Ferreira Oliveira, Stephanie Ballereau, Vania Bernardes-Genisson, Valerie Maraval, Patrick Calsou, Stephan M. Hacker, Yves Genisson, Remi Chauvin, Sebastien Britton
Summary: The enantiospecific cytotoxicity of several terminal alkynylcarbinols, including highly cytotoxic dialkynylcarbinols, involves a bioactivation by HSD17B11. The bioactivated dialkynylcarbinols modify proteins involved in protein-quality control mechanisms, leading to cell death and potential therapeutic applications in cancer treatment.
Review
Chemistry, Multidisciplinary
Sergio Gonzalez-Granda, Jesus Albarran-Velo, Ivan Lavandera, Vicente Gotor-Fernandez
Summary: The combination of metal-, photo-, enzyme-, and/or organocatalysis is a versatile approach in synthetic chemistry, particularly for the creation of chiral centers. This review focuses on the recent developments in the simultaneous use of enzymes and transition metal catalysts, as well as the integration of multiple bioprocesses and metal-catalyzed transformations in linear cascades. Challenges such as catalyst compatibility, reaction media, and cross-reactivities are addressed by strategies such as catalyst coimmobilization, compartmentalization, and flow chemistry. The review also highlights the application of bionanohybrid materials, where enzymes and metals are coimmobilized on suitable supports.
Article
Chemistry, Physical
Patricia Rodriguez-Salamanca, Gonzalo de Gonzalo, Jose A. Carmona, Joaquin Lopez-Serrano, Javier Iglesias-Siguenza, Rosario Fernandez, Jose M. Lassaletta, Valentin Hornillos
Summary: This article describes a highly enantioselective biocatalytic dynamic kinetic resolution (DKR) for configurationally labile N-arylindole aldehydes. The DKR is achieved through atroposelective bioreduction of the carbonyl group using commercial ketoreductases (KREDs), resulting in axially chiral N-arylindole aminoalcohols with excellent conversions and optical purities. The strategy relies on the racemization of the stereogenic axis facilitated by a transient Lewis pair interaction between NMe2 and the aldehyde groups. This protocol offers a broad substrate scope under mild conditions.
Article
Chemistry, Physical
Naara Oliveira Santana Froes, Uchchhal Bandyopadhyay, Jonatas Martins Negreiro, Thiago de Sousa Fonseca, Fatima Miranda Nunes, Marcos Carlos de Mattos, Geancarlo Zanatta, Joao Victor de Melo Pereira, Celina de Jesus Guimaraes, Claudia do O. Pessoa, Bruno Poti e Silva, Eric Manoury, Maria Conceicao Ferreira Oliveira
Summary: This work reports the lipase mediated kinetic resolution of (±)-1, resulting in the formation of enantiopure (Rp)-1 and enantioenriched (Sp)-2. The lipase from Thermomyces lanuginosus was found to exhibit high enantioselectivity towards the acetylation of (Sp)-1, leading to the preferential formation of (Sp)-2. Both (Rp)-1 and (Sp)-2 showed low cytotoxicity and no selectivity against the tested cell lines.
MOLECULAR CATALYSIS
(2023)
Article
Chemistry, Applied
Laura Rodriguez-Fernandez, Jesus Albarran-Velo, Ivan Lavandera, Vicente Gotor-Fernandez
Summary: The photocatalytic Meerwein arylation between aromatic diazonium salts and isopropenyl acetate in aqueous medium was studied under blue LED light irradiation. Optimization of reaction conditions allowed the synthesis of various 1-arylpropan-2-ones with up to 95% yield using [Acr-Mes]ClO4 as the photocatalyst. Furthermore, a one-pot sequential photobiocatalytic approach combining the Meerwein arylation with bioreduction of ketone intermediates was developed, leading to the synthesis of 1-arylpropan-2-ol enantiomers with up to 76% overall yield and high stereoselectivity.
ADVANCED SYNTHESIS & CATALYSIS
(2023)
Article
Chemistry, Applied
Sergio Gonzalez-Granda, Georg Steinkellner, Karl Gruber, Ivan Lavandera, Vicente Gotor-Fernandez
Summary: The combination of gold(I) and enzyme catalysis allows for the selective synthesis of a series of nor(pseudo)ephedrine derivatives. This approach involves the hydration of 1-phenylprop-2-yn-1-yl acetate or N-(1-phenylprop-2-yn-1-yl)acetamide using IPrAuNTf2 catalyst, followed by (dynamic) asymmetric biotransamination or bioreduction of the resulting keto ester or keto amide intermediates. Enzyme actions exhibit high stereoselectivity towards methyl ketones, enabling the synthesis of enantio- and diastereomerically enriched products. The use of propargyl esters or amides as starting materials allows for the production of amino alcohol, diol, and diamine derivatives with good yields and high (stereo)selectivity.
ADVANCED SYNTHESIS & CATALYSIS
(2023)
Review
Chemistry, Multidisciplinary
Sergio Gonzalez-Granda, Lorena Escot, Ivan Lavandera, Vicente Gotor-Fernandez
Summary: The combination of metal and enzyme catalysis has attracted great attention in organic synthesis due to its ability to achieve diverse organic molecules with the stereospecificity displayed by enzymes. This minireview focuses on the action of metal species (Pd, Ru, Au, Ir, Fe, etc.) in combination with different enzymes, highlighting the design of sequential processes and concurrent cascades to overcome incompatibilities.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Nicoletta Cascelli, Vincenzo Lettera, Giovanni Sannia, Vicente Gotor-Fernandez, Ivan Lavandera
Summary: Laccases are shown to be valuable in biocatalysis for the green and selective oxidation of furfuryl alcohol into furfural using mediators. Various parameters including pH, enzyme/mediator composition, buffer type, cosolvent tolerance, and reaction times are investigated. Under optimal conditions, quantitative production of furfural is achieved after 16 h using 20 mol % of TEMPO as mediator and 5.8 U mL(-1) of POXC and POXA1b laccases from Pleurotus ostreatus. POXC exhibits remarkable catalytic ability at pH 6.5, while POXA1b is notable for its high stability. Furfural conversions of up to 95% are obtained after 72 h using only 5 mol % of TEMPO at 100 mM. Furthermore, furfuryl alcohol bioamination is successfully achieved through a one-pot sequential approach using amine transaminase from Chromobacterium violaceum, providing furfuryl amine, a key compound for the polymer industry.
Review
Chemistry, Physical
Pedro D. Garcia-Fernandez, Juan M. Coto-Cid, Gonzalo de Gonzalo
Summary: Asymmetric oxidation processes are a valuable tool for synthesizing active pharmaceutical ingredients (APIs), especially optically active sulfoxides with interesting biological properties. Traditional approaches often use hazardous reagents and solvents, which are unsustainable. In recent decades, chemists have been combining the preparation of valuable compounds with sustainable protocols using greener solvents, reagents, and catalysts, as well as novel techniques like flow catalysis or photocatalysis. This review focuses on the latest efforts in developing greener approaches, with a focus on biocatalytic methods and the use of mild reaction conditions and reagents, as well as other novel techniques such as photocatalysis.
Article
Biochemistry & Molecular Biology
Antia Pintor, Nicoletta Cascelli, Alexey Volkov, Vicente Gotor-Fernandez, Ivan Lavandera
Summary: This study discloses the biocatalytic amination of furan-based compounds using amine transaminases (ATAs) and isopropylamine (IPA) as amine donors. Optimal biocatalysts were identified and high levels of product formation were achieved. pH was found as a key factor affecting the transformation.
Article
Chemistry, Multidisciplinary
Antia Pintor, Ivan Lavandera, Alexey Volkov, Vicente Gotor-Fernandez
Summary: The study focused on finding an ideal biocatalyst for the acylation of furfurylamine and 5-hydroxymethylfurfurylamine (HMFA), and identified immobilized Candida antarctica lipase B (CALB) as a suitable option. CALB was immobilized on different supports and the use of a polymer-coated controlled porosity glass carrier material yielded an active and stable enzymatic preparation for the acylation reaction. By controlling the amount of acyl donor in the reaction, selective modification of the amine group of HMFA was achieved, resulting in the formation of hydroxy amides. The reaction conditions and substrate concentration were optimized to achieve high conversions and yields. The study also demonstrated the possibility of obtaining orthogonally protected HMFA-derived amido esters through a one-pot process.
ACS SUSTAINABLE CHEMISTRY & ENGINEERING
(2023)
Article
Chemistry, Multidisciplinary
Antia Pintor, Ashley P. Mattey, Ivan Lavandera, Vicente Gotor-Fernandez, Alexey Volkov
Summary: The use of multienzymatic systems has become popular for complex (asymmetric) syntheses. Incompatible substrates, reagents, and enzymes can limit the applicability of a cascade reaction in batch conditions, so flow systems are preferred. Immobilized enzymes in continuous flow reactors enable the segregation and isolation of enzymes, allowing for otherwise challenging reaction cascades.
Article
Biochemistry & Molecular Biology
Nicoletta Cascelli, Vicente Gotor-Fernandez, Ivan Lavandera, Giovanni Sannia, Vincenzo Lettera
Summary: Modern biocatalysis relies on fast and efficient screening methods to find novel biocatalysts for chemical production. This study introduces a colorimetric assay using Schiff-based polymers to detect the presence of DFF in reaction mixtures.
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
(2023)
Article
Chemistry, Multidisciplinary
Maria de Brito, Weverson L. Fonseca, Jair Mafezoli, Francisco G. Barbosa, Fatima M. Nunes, Marcos C. de Mattos, Joao E. A. dos Santos, Francisca S. A. Araujo, Regimara F. B. S. Vieira, Hilton C. R. Magalhaes, Celli R. Muniz, Deborah S. Garruti, Marcio A. Ootani, Jose M. Souza Netto, Licarion Pinto, Francisco M. P. Viana, Maria C. F. Oliveira
Summary: The antifungal potential of volatile organic compounds (VOCs) produced by actinobacterial strains Streptomyces sp. (ACTB-77) and Amycolatopsis sp. (ACTB-290) from the rhizosphere of Caatinga plants against Colletotrichum musae was investigated. The more pronounced antifungal activity was observed in Amycolatopsis sp. (ACTB-290), which was associated to its sulfur-containing metabolites.
JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY
(2022)
