Article
Polymer Science
Xiaofang Lin, Sisi Chen, Weihong Lu, Ming Liu, Zhengbiao Zhang, Jian Zhu, Xiangqiang Pan
Summary: The study established a method for the efficient preparation of selenium-containing hyperbranched polymers through diselenide-yne polymerization, resulting in Se-HBPs with high yields and stereoselectivity after systematic optimization of reaction conditions.
Article
Chemistry, Multidisciplinary
Alexandra Ramsey, Amanda J. Bischoff, Matthew B. Francis
Summary: This study introduces a new enzymatic method for constructing protein- and DNA-AuNP conjugates, presenting highly stable AuNPs that can be selectively activated with an enzyme and offer the ability to conjugate proteins or DNA through a diverse set of functional handles. The enzymatic oxidative coupling on AuNPs was applied successfully to the construction of tobacco mosaic virus (TMV)-AuNP conjugates, demonstrating energy transfer between the AuNPs and fluorophores on TMV.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)
Article
Chemistry, Organic
Bo-Sheng Zhang, Fan Wang, Xue-Ya Gou, Ying-Hui Yang, Wan-Yuan Jia, Yong-Min Liang, Xi-Cun Wang, Yuke Li, Zheng-Jun Quan
Summary: In the Catallani-Lautens reaction system, a highly selective C-N coupling reaction was achieved by recovering the ortho effect, leading to a one-step synthesis of highly functionalized tricyclic indole derivatives.
Review
Chemistry, Multidisciplinary
Dong Wei, Guo-Qiang Lin
Summary: Significant advancements have been achieved in the field of C,C-palladacycles functionalization, contributing greatly to the synthesis of complex molecules and the establishment of efficient synthetic processes.
SCIENCE CHINA-CHEMISTRY
(2023)
Article
Chemistry, Organic
Wenguang Li, Yongqi Yu, Xu Zhang, Chunyan Zhang, Ming Chen, Ting Li
Summary: An efficient palladium-catalyzed intermolecular selective C-H silylation of boronic acids is described, which allows ortho-selective C-H silylation using hexamethyldisilane as the trimethylsilyl source through the control of NBE derivatives, providing direct access to diverse organosilicon compounds.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Youqing Yang, Constantin G. Daniliuc, Armido Studer
Summary: A radical 1,1,2-trifunctionalization of terminal alkynes is achieved using alkyl triflones as precursors and trapping reagents, with good yields of highly substituted cyclopentanes obtained at elevated temperatures using dibenzoyl peroxide or alpha,alpha '-azobisisobutyronitrile as initiators.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Multidisciplinary
Mingyu Liu, Juntao Sun, Tao Zhang, Yi Ding, Ye-Qiang Han, Raul Martin-Montero, Yu Lan, Bing-Feng Shi, Keary M. Engle
Summary: This article describes a catalytic 1,2-oxyhalogenation method that converts non-conjugated internal alkynes into tetrasubstituted alkenes with high selectivity. The selectivity depends on the formation of a six-membered palladacycle intermediate in the oxypalladation step and the identity of the halide anion.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Multidisciplinary
Emmanuelle M. D. Allouche, Raphael Simonet-Davin, Jerome Waser
Summary: A methodology for C-H azidation of N-terminal proline-containing peptides using commercially available reagents was developed. Peptides containing multiple amino acids were selectively azidated at the carbamate-protected N-terminal residue, while maintaining other functional groups. Post-functionalizations of the obtained compounds via cycloaddition reactions or C-C bond formations were achieved, providing easy access to diversified peptides.
CHEMISTRY-A EUROPEAN JOURNAL
(2022)
Article
Chemistry, Organic
Xin-Wei Wang, Wen-Jun Huang, Han Wang, Bo Wu, Yong-Gui Zhou
Summary: In this study, a catalytic asymmetric Pictet-Spengler reaction on the benzene ring of indoles was achieved using chiral phosphoric acid, resulting in the synthesis of polycyclic indole derivatives with Spiro quaternary stereocenters in excellent yields and enantioselectivities. The reaction could be conducted on a gram scale without any loss of activity or enantioselectivity.
Article
Chemistry, Multidisciplinary
Alexander Fawcett, M. Josephine Keller, Zachary Herrera, John F. Hartwig
Summary: A highly selective method for chlorination of tertiary and benzylic C(sp(3))-H bonds has been developed, utilizing azidoiodinane and a copper(II) chloride complex to generate the corresponding chlorides in high yields. The reaction shows exceptional functional group tolerance, allowing for chlorination of diverse substrates and late-stage chlorination of derivatives of natural products and active pharmaceutical ingredients.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Multidisciplinary
Radha Tomar, Sonam Suwasia, Angshuman Roy Choudhury, Sugumar Venkataramani, Srinivasarao Arulananda Babu
Summary: Azobenzene-based unnatural amino acid motifs were successfully synthesized via Pd(ii)-catalyzed diastereoselective C(sp(3))-H arylation of amino acid carboxamides with iodoacetanilides and Mills azo coupling.
CHEMICAL COMMUNICATIONS
(2022)
Review
Chemistry, Physical
Jaehan Bae, Eun Jin Cho
Summary: Bidentate P,N ligands, integrating phosphine and nitrogen donors, have versatile characteristics and offer electronic and steric tunability. This Review focuses on Ni-catalyzed cross-coupling reactions mediated by P,N ligands, with their asymmetrical nature playing a crucial role in the catalytic cycle and providing control, stability, and unique regioselectivity in catalytic processes.
Article
Chemistry, Multidisciplinary
Shiwei Pan, Fan Chen, Yanyan Zhang, Liang Shao, Lingling Chu
Summary: A Markovnikov-selective hydrodifluoromethylation of alkynes with BrCF2H via nickel catalysis is reported. This method involves migratory insertion of nickel hydride to alkyne followed by CF2H-coupling, giving access to various branched CF2H-alkenes with high efficiency and exclusive regioselectivity. The mild conditions used are compatible with a wide range of aliphatic and aryl alkynes, making it a versatile and promising approach. Mechanistic studies have been conducted to support the proposed reaction pathway.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Inorganic & Nuclear
M. Arif Sajjad, Peter Schwerdtfeger, John A. Harrison, Alastair J. Nielson
Summary: DFT calculations revealed significant pi-syndetic donation in a nickel(II) complex with a chelating iminophosphane ligand, where a pendant aromatic ring forms a weak agostic interaction. The study also showed that electron withdrawing groups minimally affect the agostic and pi-syndetic donations, while electron donation switches off the pi-syndetic donation. Increasing the size of the substituent ortho to the agostic carbon causes rotation of the ring and a decline in both donations.
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY
(2021)
Article
Chemistry, Organic
Inaki Urruzuno, Paula Andrade-Sampedro, Arkaitz Correa
Summary: A Pd-catalyzed C(sp(2))-H acetoxylation method for Tyr-containing peptides is described, utilizing a removable 2-pyridyloxy group as a directing group. This method offers scalable and easily tunable regioselectivity for mono- and diacetoxylation reactions. Interestingly, the formation of L-DOPA peptidomimetics is hindered upon removal of the directing group.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Biochemistry & Molecular Biology
Dongyan Gu, Gang Cheng, Mengmeng Zhang, Yu-Bo Zhou, Jia Li, Rong Sheng
Summary: In this study, a docking-based virtual screening strategy was used to discover potent inhibitors of PI3K alpha, leading to the identification of three hits and the development of more potent derivatives ES-25 and ES-27 through similarity searching. The primary structure-activity relationship (SAR) of these novel derivatives was discussed, providing a basis for further structural modification.
BIOORGANIC & MEDICINAL CHEMISTRY
(2021)
Article
Plant Sciences
Liping Chen, Di Feng, Yafang Qian, Xiao Cheng, Huizhu Song, Yifan Qian, Xu Zhang, Yali Wu, Huawei Lv, Qi Liu, Gang Cheng, Bo Yang, Mancang Gu
Summary: Valtrate exhibits anti-cancer activity against pancreatic cancer cells by directly targeting Stat3 through a covalent linkage to inhibit Stat3 activity, leading to apoptosis and cell cycle arrest.
Article
Chemistry, Multidisciplinary
Gangam Srikanth Kumar, Stefano Racioppi, Eva Zurek, Qing Lin
Summary: This article reports the design of a super fast bioorthogonal ligation reactant pair, enabling rapid bioorthogonal labeling on live cells.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Article
Chemistry, Multidisciplinary
Mengyi Shan, Chen Jiang, Jing Chen, Lu-Ping Qin, Jiang-Jiang Qin, Gang Cheng
Summary: In this study, a classification model for identifying hERG blockers was developed using the D-MPNN model based on diverse datasets, and the D-MPNN + moe206 model showed significantly improved performance. Our results indicated that the D-MPNN + moe206 model is among the best classification models and has potential applications in the discovery of novel and effective hERG blockers.
Article
Biochemistry & Molecular Biology
Yifang Yang, Candy Lee, Reddy Rajasekhar Reddy, David J. Huang, Weixia Zhong, Van T. B. Nguyen-Tran, Weijun Shen, Qing Lin
Summary: Recent trials have demonstrated that chimeric peptides activating GLP-1R and GIPR simultaneously are more effective in glycemic control and weight reduction than those activating GLP-1R alone. However, linear peptide-based dual agonists are not suitable for oral administration due to susceptibility to proteolytic cleavage. This study presents the design and synthesis of biaryl-stapled peptides with improved proteolytic stability. These stapled peptides showed strong dual agonist activities and exhibited excellent efficacy in an oral glucose tolerance test in mice.
ACS CHEMICAL BIOLOGY
(2022)
Article
Chemistry, Multidisciplinary
Yali Xu, Abdur Rahim, Qing Lin
Summary: In this study, we designed N-2-carboxy-4-aryl-1,2,3-triazole-lysines (CATKs) and incorporated them into proteins via genetic code expansion. CATKs allowed for spontaneous, site-selective crosslinking to generate covalent protein dimers in living cells. The resulting crosslinked proteins showed improved cellular uptake and enhanced stability.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Biochemistry & Molecular Biology
Gangam Srikanth Kumar, Qing Lin
Summary: Fast bioorthogonal reactions have superior performance in labeling low-abundance biomolecules in native cellular environments. Photochemically activated nitrile imine and tetrazine intermediates have been successfully used for efficient bioorthogonal labeling of biomolecules in live cells.
Article
Chemistry, Medicinal
Jingjing Chen, Huixin He, Aihuan Wei, Yalei Li, Gang Cheng, Hui Qin, Hanyue Zhong, Hongchun Liu, Meiyu Geng, Aijun Shen, Youhong Hu
Summary: In this study, novel pyrrolopyridone BET degraders were designed and synthesized based on the binding mode between the pyrrolopyridone BET inhibitor and the BRD4 protein. Potent degraders were discovered through structure-activity relationship study on MV-4-11 cells. Modification of warhead on pyrrolopyridone BET degraders significantly regulates the degradation of BRD4 isoform proteins (long and short), resulting in differential cell cycle arrest and apoptosis on MV-4-11 cells. Docking study revealed that fine structural modification of BET degraders may bind with the BD domain of BRD4 protein to engage various surface areas that bind with CRBN.
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Zheng Wang, Johnathan D. Rabb, Qing Lin
Summary: Compared to disulfide bonds, little attention has been given to naturally occurring intramolecular crosslinks, mainly due to their rarity in proteins. This article presents examples of natural non-disulfide crosslinks, known as orthogonal crosslinks, and highlights their impact on protein topology and function. Recent efforts to expand orthogonal crosslinks by utilizing protein circularization enzymes or the genetic code expansion strategy are summarized, including the advantages, disadvantages, and applications in generating novel protein topology and function. The spontaneous orthogonal crosslinking using a carbamate-based crosslink and its applications in designing topology-mimicking bacterial adhesins are specifically emphasized.
CHEMISTRY-A EUROPEAN JOURNAL
(2023)
Review
Chemistry, Multidisciplinary
Mengyi Shan, Chen Jiang, Lu-Ping Qin, Gang Cheng
Summary: This review outlines the structure and gating properties of the hERG channel, analyzes the advantages of computational technology, and summarizes the in silico methods of hERG-related cardiotoxicity, including ligand-based and structure-based methods. The current predictive models in predicting hERG blockage are also discussed in detail, along with issues in the current computational methods and the future direction for developing reliable models of hERG channel blockers.
Article
Biology
Hao Zhou, Mengyi Shan, Lu-Ping Qin, Gang Cheng
Summary: This study evaluated the performance of different models in predicting CB2 regulators and found that XGBoost performed well in both regression and classification tasks. The best regression combination was AvalonFP + AtomPairFP + RDkitFP + MorganFP, and the best classification combination was AtomPairFP + MorganFP + AvalonFP. The XGBoost model outperformed existing models in both regression and classification tasks, providing valuable clues for designing novel CB2 ligands and predicting other properties.
COMPUTERS IN BIOLOGY AND MEDICINE
(2023)
Article
Biochemistry & Molecular Biology
Ming Fang, Gangam Srikanth Kumar, Qing Lin
Summary: This study reports the synthesis of hydrazonyl sultones (HS) with an ortho-CF3 group and different N-aryl substituents, and investigates their stability and reactivity towards BCN in a 1,3-dipolar cycloaddition reaction. The HS show good aqueous stability due to the electrostatic shielding effect of the CF3 group. The N-aryl substituents further influence the reactivity and stability of the HS, with electron-rich six-membered HS demonstrating excellent stability and increased cycloaddition reactivity. These improved HS reagents enable fast and selective modification of BCNK-encoded nanobodies.
Article
Chemistry, Multidisciplinary
Ming Fang, Gangam Srikanth Kumar, Stefano Racioppi, Heyang Zhang, Johnathan D. Rabb, Eva Zurek, Qing Lin
Summary: In this study, a new class of bioorthogonal reagents called hydrazonyl sultones (HS) were designed and synthesized as stable tautomers of highly reactive nitrile imines (NI). The HS demonstrated broad aqueous stability and tunable reactivity in a 1,3-dipolar cycloaddition reaction, depending on substituents, sultone ring structure, and solvent conditions. DFT calculations provided insights into the HS -> NI tautomerism and comparative kinetic analysis revealed the extraordinary stability of HS. The utility of HS was demonstrated in selective modification of nanobodies and fluorescent labeling of a transmembrane glucagon receptor.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2023)
Article
Chemistry, Multidisciplinary
Jiamin Yang, Chen Jiang, Jing Chen, Lu-Ping Qin, Gang Cheng
Summary: Recent studies have found that G protein-coupled receptor 40 (GPR40) is a promising target for treating type 2 diabetes mellitus. The study constructed an up-to-date GPR40 ligand dataset for model training and optimized the ensemble model. The optimized ensemble model (ROC AUC: 0.9496) showed great potential in distinguishing GPR40 agonists and non-agonists. The results can contribute to the development of GPR40 agonists and ensemble models. All the data and models are available on GitHub.
Article
Biochemistry & Molecular Biology
Tracey M. Lewandowski, Peng An, Carlo P. Ramil, Ming Fang, Qing Lin
Summary: This study presents an integrated approach combining enzymatic SNAP-tagging and bioorthogonal chemistry for dual fluorescent labeling of GLP-1R. The resulting GLP-1R conformational biosensors enable FRET-based analysis of the receptor subdomain movement in response to ligand stimulation in live cells.
RSC CHEMICAL BIOLOGY
(2022)
Review
Chemistry, Multidisciplinary
Dan He, Yawen Li, Fuwen Zhao, Yuze Lin
Summary: High trap density in organic solar cells leads to localized charge carriers and reduced carrier lifetime, limiting device efficiency. This feature article summarizes the recent advances of trap suppression by material design and device engineering.
CHEMICAL COMMUNICATIONS
(2024)
Review
Chemistry, Multidisciplinary
Olivier Monfort, Arshitha Madhusudhan, Martin Motola
Summary: This article presents the advantages of coupling photocatalysis and Fenton-based processes for environmental remediation and discusses their synergy. It critically examines the simultaneous triggering of these two processes and provides insights into research approaches. The study aims to enhance understanding of this complex process and highlight the potential integration of new catalysts in current wastewater treatment technology.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Manideepa Dhar, Chittaranjan Mishra, Avijit Das, Uttam Manna
Summary: An approach of 'polymerization of monomers in its aggregated form' has been introduced to tailor the water wettability of fibrous and porous substrates, achieving hydrophobicity to superhydrophobicity transition, as well as patterned wettability. This facile chemical method provides a durable coating with adjustable and patterned wettability for various potential applications.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Saswat Ranjan Bhoi, Chhanda Debnath, Shikha Gandhi
Summary: In this article, a novel catalytic reaction using Pd(0) and Bronsted acid is reported for the synthesis of biologically important imidazolidinone-fused N-heterocycles through redox-neutral intramolecular N-allylation of indoles and pyrroles with alkynes. This atom-economical method is applicable to a wide range of substrates and eliminates the need for leaving groups or oxidizing agents commonly used in traditional allylation reactions.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Longkun Chen, Mingshuai Zhang, Meichen Liu, Zhuoyuan Liu, Yuetong Qiu, Zhilai Zhang, Fuchao Yu, Jiuzhong Huang
Summary: In this study, an efficient Rh(III)-catalyzed selective mono- and dual-C-H bond functionalization/cyclization with iodonium ylide as the sole coupling partner was demonstrated. Fused benzodiazepine skeletons were obtained in excellent yields, providing an improved approach to dual C-H unsymmetrical functionalization.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Alice Kennett, Sven Epple, Gabriella van der Valk, Irene Georgiou, Evelyne Gout, Romain R. Vives, Angela J. Russell
Summary: This study presents the design and synthesis of sulfated disaccharide inhibitors based on IdoA(2S)-GlcNS(6S), which showed potent inhibition of Sulf-2. The results suggest that IdoA(2S)-GlcNS(6S) is the shortest fragment size required for effective inhibition of Sulfs, and a trisulfated disaccharide is identified as the minimal fragment size of heparan sulfate for effective endosulfatase inhibition.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Mauro Garbini, Andrea Brunetti, Riccardo Pedrazzani, Magda Monari, Massimo Marcaccio, Giulio Bertuzzi, Marco Bandini
Summary: The self-adaptability of galvanostatic electrolysis was found to be helpful in a multistage chemo- and diastereoselective electrochemically promoted cyclodimerization of chalcones. Through a series of reductive events, densely functionalized cyclopentanes with five contiguous stereocenters were obtained (25 examples, yields up to 95%, dr values up to >20:1). Further experimental and electrochemical investigations indicated the crucial role of dynamic kinetic resolution of the aldol intermediate in the reaction mechanism.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Dhananjay S. Nipate, Neha Meena, Prakash N. Swami, Krishnan Rangan, Anil Kumar
Summary: In this study, the synthesis of functionalized benzo[a]phenazines and indazolo[2,3-a]quinolines was achieved through Rh(III)-catalyzed oxidative annulation of 2-arylquinoxalines and 2-aryl-2H-indazoles with allyl alcohols. The method showed a wide substrate scope, excellent functional group tolerance, good to high yields of annulated products, and the capability for scaled-up synthesis. A tentative mechanism of the annulation reaction was proposed based on a preliminary mechanistic investigation.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Ruonan Zhang, Abudukadi Tudi, Xia Yang, Xuping Wang, Zhihua Yang, Shujuan Han, Shilie Pan
Summary: A new lead tellurium borate material with a unique fundamental building block [B4O10] was synthesized and found to exhibit high birefringence. The structure-property relationship was discussed using first-principles calculations.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Amresh Kumar Singh, Baishali Thakurta, Anupam Giri, Monalisa Pal
Summary: This study introduces three key concepts for the quick synthesis of large-scale high-quality 2D materials films and their utilization in device fabrication.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Reina Hagiwara, Shun Nishimura, Kosuke Okeyoshi
Summary: A copolymer-conjugated nanocatalytic system has been developed to improve electron transfer and enhance photoinduced H2 generation.
CHEMICAL COMMUNICATIONS
(2024)
