Article
Multidisciplinary Sciences
Hossein Bavandi, Mansour Shahedi, Zohreh Habibi, Maryam Yousefi, Jesper Brask, Mehdi Mohammadi
Summary: This study reports the Candida antarctica lipase B (Novozym 435) catalyzed novel decarboxylative Michael addition in vinylogous carbamate systems for the synthesis of 1,4-benzoxazinone derivatives. The reaction proceeds through Michael addition, ester hydrolysis, and decarboxylation. A possible mechanism involving simultaneous lipase-catalyzed Michael addition and ester hydrolysis is suggested. The reaction demonstrates enzymatic promiscuity by offering formation of complex products through multi-step reactions in a one pot process under mild and facile reaction conditions with moderate to high yields and no side product formation.
SCIENTIFIC REPORTS
(2022)
Article
Chemistry, Multidisciplinary
Jason Fang, Laura E. Turner, Michelle C. Y. Chang
Summary: Fluorine is a critical element in designing bioactive compounds, but the synthesis of stereogenic tertiary fluorides is challenging and limited to a few approved drugs. In this study, the aldol reaction of fluorinated donors catalyzed by HpcH and engineered variants was found to generate enantiopure secondary and tertiary fluorides. This method not only represents the first synthesis of tertiary fluorides via biocatalysis but also increases the diversity of fluorinated building blocks and enables the synthesis of fluorinated drug analogs.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Energy & Fuels
Yun Wang, Xin-Yi Liang, Xin-Yi Chen, Zhi-Hui Liang, Hong Cheng, Xiang Li, Li-Ling Li
Summary: This study demonstrates that bovine pancreatic lipase can catalyze the reaction between aromatic aldehydes and cyclic ketones in water, leading to high yields and good stereoselectivity of the aldol products.
BIOMASS CONVERSION AND BIOREFINERY
(2022)
Article
Energy & Fuels
Yun Wang, Hong Cheng, Xiang Li, Li-Ling Li, Zhi-Hui Liang, Xin-Yi Liang, Xin-Yi Chen
Summary: MML shows catalytic promiscuity in direct aldol reactions between aromatic aldehydes and cyclic ketones in various solvents, with water enhancing its catalytic activity. The reactions yield aldol products with high yields (up to 87.2%) and moderate to good diastereoselectivity (up to 3:97 dr).
BIOMASS CONVERSION AND BIOREFINERY
(2022)
Article
Chemistry, Multidisciplinary
Andreas Kunzendorf, Guangcai Xu, Mohammad Saifuddin, Thangavelu Saravanan, Gerrit J. Poelarends
Summary: In this study, an enzyme independent of cofactors was engineered for the enantioselective synthesis of cyclopropanes via nucleophilic addition, demonstrating high stereocontrol over both stereocenters. The results highlight the potential of promiscuous enzymes in expanding the biocatalytic repertoire for non-natural reactions.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Multidisciplinary
Eleonora Grandi, Michele Crotti, Marie-Catherine Sigmund, Guangcai Xu, Pieter G. G. Tepper, Gerrit J. J. Poelarends
Summary: Multi-enzymatic cascades using engineered enzymes are a useful tool for synthesizing complex molecules from simple starting materials. In this study, we engineered the enzyme 4-oxalocrotonate tautomerase (4-OT) to have increased aldolase activity. We then used the evolved 4-OT variant in a one-pot two-step cascade to synthesize enantioenriched epoxides from biomass-derived materials with high yields and enantioselectivity. We also developed a three-step enzymatic cascade for the production of chiral aromatic triols with high enantiopurity and good isolated yields.
CHEMISTRY-A EUROPEAN JOURNAL
(2023)
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, Organic
Sunil Dutt, Vikas Tyagi
Summary: In this study, the synthesis of substituted quinolines via alpha-amylase catalyzed one-pot domino reactions was reported, showing high catalytic efficiency.
TETRAHEDRON LETTERS
(2021)
Article
Chemistry, Physical
Hao Fu, Dan Yang, Di Qiu, Chun Hua Yan, Ren Cai, Yaping Du, Weihong Tan
Summary: A facile colloidal chemistry method is reported to obtain three-dimensional supercuboids from two-dimensional ZnSe nanosheets. The highly stable supercuboids can be readily transformed back to nanosheets through an exfoliation process. The potential application of ZnSe nanosheets in catalysis is demonstrated in the aldol condensation reaction.
JOURNAL OF PHYSICAL CHEMISTRY LETTERS
(2022)
Review
Chemistry, Multidisciplinary
Stefan Simic, Erna Zukic, Luca Schmermund, Kurt Faber, Christoph K. Winkler, Wolfgang Kroutil
Summary: Biocatalysis, using enzymes for organic synthesis, is a powerful tool for the synthesis of active pharmaceutical ingredients (APIs). Developments in molecular biology methods have led to the rapid development of process-stable enzymes through directed evolution. Enzymes are widely employed in the synthesis of small molecule APIs, enabling more efficient and sustainable routes.
Article
Chemistry, Multidisciplinary
Sophi R. Todtz, Cory W. Schneider, Tanmay Malakar, Clare Anderson, Heather Koska, Paul M. Zimmerman, James J. Devery
Summary: Lewis acid-catalyzed carbonyl-olefin metathesis has revealed new behaviors of Lewis acids, particularly the solution behaviors of FeCl3. Adding TMSCl to FeCl3-catalyzed carbonyl-olefin metathesis leads to significant deviations from normal reactivity, mitigating byproduct inhibition and increasing the reaction rate. Quantum chemical simulations suggest the formation of a silylium catalyst that binds to carbonyl groups, with potential utility in carbonyl-based transformations.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2023)
Article
Food Science & Technology
Idalia Osuna-Ruiz, Reyna Tiznado-Garzon, Jesus Aaron Salazar-Leyva, Maria de Lourdes Garcia-Magana, Israel Benitez-Garcia, Jesus Martin Moreno-Hernandez, Isaura Banuelos-Vargas, Crisantema Hernandez, Emmanuel Martinez-Montano
Summary: This study investigated the biochemical characterization of partially purified pepsin from yellowfin tuna and its potential use in the manufacture of fresh cheese. The results showed that pepsin extracted from yellowfin tuna stomach had good milk-clotting activity and produced cheese with higher fat content and chewiness compared to traditional chymosin.
FOOD AND BIOPROCESS TECHNOLOGY
(2023)
Article
Chemistry, Organic
Xing-Ren Li, Li Chen, Kun Hu, Bing-Chao Yan, Xue Du, Xiao-Nian Li, Han-Dong Sun, Shi-Jun He, Pema-Tenzin Puno
Summary: Three novel compounds, Scoparicacids A-C (1-3), were isolated from Isodon scoparius and a biomimetic synthesis of compound 3 was achieved. Compounds 2 and 3 exhibited significant immunosuppression on B lymphocyte proliferation and abrogated the downstream pathway of TLR7 signaling in B cells.
ORGANIC CHEMISTRY FRONTIERS
(2022)
Article
Chemistry, Applied
Yujiro Hayashi, Masashi Tomikawa, Naoki Mori
Summary: The asymmetric cross-aldol reaction is a synthetically relevant reaction. The reactivity and stereoselectivity of different catalysts were compared for the reaction, and it was found that the proper selection of catalysts can lead to the synthesis of chiral building blocks with high diastereoselectivities and enantioselectivities.
ADVANCED SYNTHESIS & CATALYSIS
(2022)
Article
Chemistry, Applied
Carlos J. Moreno, Samantha Gittings, Dieter Schollmeyer, Jesus Joglar, Jordi Bujons, Karel Hernandez, Pere Clapes
Summary: Chiral 2-hydroxy-4-arylbut-3-enoic acid derivatives are important precursors for the synthesis of ACE inhibitors. In this study, (S,E)-2-hydroxy-4-arylbut-3-enoic acids were synthesized through an enzymatic cascade reaction with good yields and enantiomeric selectivity.
ADVANCED SYNTHESIS & CATALYSIS
(2023)
Article
Chemistry, Multidisciplinary
Jong Seung Kim, Hong Zhang, Lei Shi, Kun Li, Xin Liu, Miae Won, Yan-Zhao Liu, Youmi Choe, Xin-Yao Liu, Yan-Hong Liu, Shan-Yong Chen, Kang-Kang Yu, Xiao-Qi Yu
Summary: Non-invasive dynamic tracking of lysosomes and their interactions with other organelles is crucial for studying related diseases. The Q-P-ARh dye, developed by us, has the ability to stain lysosomes at ultra-low concentrations and provides excellent anti-interference ability and fast staining capability, contributing significantly to the study of autophagy pathways.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Multidisciplinary
Xiu Xing, Yan Liu, Ming-Liang Shi, Kun Li, Xin-Yue Fan, Zhong-Liu Wu, Na Wang, Xiao-Qi Yu
Summary: Controllable and mild photoenzymatic production of chiral alcohols was achieved by coupling a versatile photochemical NAD(P)H regeneration system with (R)- or (S)-selective ketoreductases. The efficiency of NAD(P)H regeneration was improved using Rhodium functionalized metal organic framework, Rh-UiO-67, to regulate electron transport and utilization. Furthermore, immobilization of six different ketoreductases on Rh-UiO-67 and their combination with the light-driven NAD(P)H regeneration system allowed for the production of chiral aryl alcohols with high yields (97%) and excellent stereoselectivity (>99% ee).
NEW JOURNAL OF CHEMISTRY
(2022)
Article
Energy & Fuels
Xiu Xing, Zi-Wen Zhou, Yun-Jie Wei, Yan-Hong Liu, Kun Li, Xiao-Qi Yu, Na Wang
Summary: The process of jatropha oil transesterification for biodiesel production was studied using immobilized Rhizomucor miehei lipase (RML) in ionic liquids. The highest synthetic activity of immobilized RML was found in [BMIM][PF6], which was more than five times higher than the free enzyme. The immobilized enzyme showed good stability even after multiple reuses and storage at -20 degrees C for 98 days.
BIOMASS CONVERSION AND BIOREFINERY
(2022)
Article
Chemistry, Analytical
Xin-Yao Liu, Xiao-Jie Wang, Lei Shi, Yan-Hong Liu, Liang Wang, Kun Li, Qian Bu, Xiao-Bo Cen, Xiao-Qi Yu
Summary: A new fluorescent probe QNO-AD-3 has been developed to detect Aβ plaques in Alzheimer's disease. QNO-AD-3 demonstrates excellent optical properties, high affinity, and the ability to monitor Aβ plaques for a long time, making it a promising tool for Alzheimer's disease research.
ANALYTICAL CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Na Li, Qian Zhou, Kun Li, Ting Jiang, Xiao-Qi Yu
Summary: An aldehyde-reactive probe based on 2-amino benzamidoxime (ABAO) framework was introduced for selective labeling of aldehydes in DNA. The probe can undergo intramolecular ring closure under mild aqueous solutions. 5-methoxy-ABAO (PMA) was identified as the optimal choice and can react sensitively and selectively with formylated nucleobases to generate fluorogenic derivatives, enabling quantification of DNA damages induced by gamma-irradiation.
CHINESE CHEMICAL LETTERS
(2023)
Article
Chemistry, Multidisciplinary
Jinlin Zhou, Kun Li, Lei Shi, Hong Zhang, Haoyuan Wang, Yimin Shan, Shanyong Chen, Xiao-Qi Yu
Summary: Recently, a new class of hydrogen-bond locked purine chromophores (HOPs) were reported, which exhibited high photostability and remarkable capability for lipid droplets imaging in living cells. These HOPs, containing a hy-droxyphenyl group at the C(6) position of purine, were found to emit light due to intramolecular hydrogen bonding. The results provide important insights into the photophysics of purine-based chromophores and offer a promising scaffold for bioimaging.
CHINESE CHEMICAL LETTERS
(2023)
Article
Chemistry, Multidisciplinary
Xiao-Yun Ran, Ping Chen, Yan-Zhao Liu, Lei Shi, Xue Chen, Yan-Hong Liu, Hong Zhang, Li-Na Zhang, Kun Li, Xiao-Qi Yu
Summary: Phototheranostics have emerged as a promising pattern for cancer theranostics due to their precise diagnosis and treatment capabilities. The fluorescence imaging ability and photothermal conversion efficiency of phototheranostic agents are crucial for their diagnostic information and therapeutic effect. In this study, a new molecule called ICRs with high photostability was designed, exhibiting fluorescence emission in the second near-infrared window and high photothermal conversion efficiency. This study not only introduces a versatile polymethine-based phototheranostic agent, but also provides insights for the exploration of organic molecules in practical applications.
ADVANCED MATERIALS
(2023)
Article
Chemistry, Multidisciplinary
Xiu Xing, Yan Liu, Ru-De Lin, Yang Zhang, Zhong-Liu Wu, Xiao-Qi Yu, Kun Li, Na Wang
Summary: In this study, a Zr-based dual-ligand MOFs with pre-installed Rh complex was used for in situ NADH regeneration and immobilization of formic acid dehydrogenase (FDH) to achieve a highly efficient CO2 fixation system. Through detailed investigations, it was shown that the introduction of the photosensitive TCPP ligands increased catalytic active sites and improved photoelectric properties. The electron mediator Rh complex anchored on the MOFs enhanced electron transfer efficiency and facilitated the separation of photogenerated electrons and holes. The optimized photocatalyst, Rh-H2TCPP-UiO-66-NH2, exhibited significantly improved photocatalytic activity for NAD(+) reduction compared to UiO-66-NH2.
Article
Materials Science, Biomaterials
Nan Wang, Kangkang Yu, Kun Li, Xiaoqi Yu
Summary: This study constructs a novel triple-network supramolecular hydrogel tri-BA@PVA/G via non-covalent cross-linking of boric acid/polyvinyl alcohol/guanosine system. The hydrogel has a soft texture, strong hygroscopicity, and good biocompatibility, and shows potential applications in sensing, tissue engineering, fluorescence encoding, and wound healing. In vitro and in vivo experiments confirm the biocompatibility, shape adaption, optical information storage capacity, rapid hemostatic ability, and wound healing promotion ability of the hydrogel.
JOURNAL OF MATERIALS CHEMISTRY B
(2023)
Article
Chemistry, Analytical
Yan-Zhao Liu, Hong Zhang, Ding-Heng Zhou, Yan-Hong Liu, Xiao-Yun Ran, Fei-Fan Xiang, Li-Na Zhang, Yu-Jin Chen, Xiao-Qi Yu, Kun Li
Summary: In this study, a novel aminofluorene-based fluorescence probe named FAN was developed to monitor lysosomal alkalization-related biological processes by migrating from lysosome to nucleus. FAN exhibited NIR emission, large Stokes shift, high pH stability, and high photostability, making it suitable for real-time and long-term bioimaging.
ANALYTICAL CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Yu-Jin Chen, Hong Zhang, Yan-Zhao Liu, Lei Shi, Fei-Fan Xiang, Ru-De Lin, Yan-Hong Liu, Shan-Yong Chen, Xiao-Qi Yu, Kun Li
Summary: Accurate detection and high-fidelity fluorescence signals are crucial in life sciences and clinical diagnostics. However, the current NIR-I fluorescent probes are vulnerable to pH effects, which can distort the signal. This study reports a series of pH-independent and fluorescence-tunable probes by combining optically tunable groups and introducing methoxy instead of the spiro ring. The design approach offers a new and practical strategy for innovative fluorescent probes with high stability and fidelity.
Article
Chemistry, Multidisciplinary
Sixian Wu, Xiaoliang Li, Gelin Huang, Juncen Guo, Xueguang Zhang, Lu Liao, Weiwei Zhi, Kun Li, Yan Wang, Zhiwen Chu, Lijun Shang, Xiaoqi Yu, Kangkang Yu, Wenming Xu
Summary: In this study, a novel chemical probe, TPE-mTO, was used to monitor the levels of mitochondrial DNA G-quadruplexes (mtDNAG4s) in spermatozoa from mice and patients with fertilization failure. The probe efficiently tracked mtDNA G4s and showed significantly increased levels in patients with fertilization failure. Abnormal fertilization caused by increased mtDNA G4s could be restored by inducing mitophagy. This study provides a new method for monitoring etiological biomarkers in patients with clinical infertility and treating abnormal fertilization caused by mtDNAG4 dysfunction.
Article
Materials Science, Biomaterials
Nan Wang, Kang-Kang Yu, Kun Li, Xiao-Qi Yu
Summary: To address the issue of excessive reactive oxygen species (ROS) in areas of wound inflammation, a new polyethylene glycol/alginate-based hydrogel has been developed. This hydrogel has sensitive ROS consumption capabilities and antibacterial properties, and is prepared through a simple two-step process. In vitro tests showed significant ROS consumption and biocompatibility, and when applied for wound healing, it resulted in the formation of uniform and ordered collagen fibers. This hydrogel exhibits favorable ROS scavenging attributes, making it a promising material for wound dressings and biomaterial fields.
JOURNAL OF MATERIALS CHEMISTRY B
(2023)
Article
Chemistry, Multidisciplinary
Li-Na Zhang, Hong Zhang, Shan-Yong Chen, Yan-Zhao Liu, Xiao-Hua Yang, Fei-Fan Xiang, Yan-Hong Liu, Kun Li, Xiao-Qi Yu
Summary: An NIR fluorescent probe Si-NH2-Glu based on AND logic gate and novel meso-amine Si-Rhodamine was developed, which combined gamma-glutamyl transpeptidase and pH dual-responsive sites. The probe Si-NH2-Glu has the potential to be used in orthotopic tumor imaging and fluorescence-guided surgery.
CHEMICAL COMMUNICATIONS
(2023)
Article
Chemistry, Multidisciplinary
Yan-Zhao Liu, Xiao-Yun Ran, Ding-Heng Zhou, Hong Zhang, Yu-Jin Chen, Ji-Xuan Xu, Shan-Yong Chen, Qing-Quan Kong, Xiao-Qi Yu, Kun Li
Summary: Two novel dibenzofulvene-based NIR-II emission phototheranostic agents (PTAs) with high PCE are developed through enhancing D-A strength, introducing molecular rotors/vibrators, and facilitating intermolecular pi-pi stacking. These PTAs exhibit low molecular weight, NIR-II emission and high PCE, and are successfully applied in multi-modal imaging (NIR-II fluorescence/photoacoustic/photothermal imaging)-guided photothermal therapy.
ADVANCED FUNCTIONAL MATERIALS
(2023)
