Article
Multidisciplinary Sciences
Yun Liu, Soren Holm, Jan Meisner, Yuan Jia, Qiong Wu, Toby J. Woods, Todd J. Martinez, Jeffrey S. Moore
Summary: External force exerted on cyclobutanes can dramatically influence product selectivity through nonstatistical dynamic effects, as demonstrated by experiments and computational modeling. This effect critically depends on external force, reactant stereochemistry, and intermediate stability.
Review
Chemistry, Applied
Parmjeet Kaur, Vikas Tyagi
Summary: This review highlights the recent progress in iron-catalyzed chemical and enzymatic carbene-transfer reactions using diazo compounds as carbene precursor, emphasizing the use of iron as a catalyst in organic synthesis.
ADVANCED SYNTHESIS & CATALYSIS
(2021)
Article
Chemistry, Organic
Xinglin Li, Yukai Li, Jirong Shu, Xiang Fu, Linna Wu, Taoda Shi, Wenhao Hu
Summary: This study reports a method for synthesizing N-(anthrancen-9-ylmethyl) isoserines using a catalyst and chiral phosphoric acid in a multicomponent reaction. The method is efficient, selective, and applicable to a wide range of substrates, making it suitable for synthesizing drug intermediates.
Article
Chemistry, Organic
Cheng-Ting Shih, Bo-Hong Kuo, Chun-Yi Tsai, Mei-Chun Tseng, Jiun-Jie Shie
Summary: This study demonstrates that dibenzocyclooctendiones (DBCDOs) are efficient chemical reagents for the site-specific labeling of arginine-containing biomolecules. DBCDOs undergo an irreversible ring-contracted rearrangement with the guanidinium group on arginine residues under mild reaction conditions, resulting in regioselective dual-labeled arginine residues.
Article
Polymer Science
Subhajit Pal, Ankita Mandal, Linda Hong, Roberto D. Ortuso, Alke Petri-Fink, Stefan Salentinig, Andreas F. M. Kilbinger
Summary: Native chemical ligation (NCL) is an excellent and efficient method for the chemical synthesis of proteins and peptides from unprotected short peptide fragments. It offers high chemo- and regioselectivity, allowing the synthesis of functional biomacromolecules without protection-deprotection strategies under mild conditions. In this study, the potential of NCL for non-natural polymer conjugation was explored, and diblock and ABA triblock copolymers were synthesized with high efficiency. The successful synthesis of non-natural polymers using NCL was confirmed by size exclusion chromatography and NMR spectroscopy analysis.
Article
Chemistry, Physical
Sebastian Bonardd, Binoy Maiti, Santiago Grijalvo, Jacqueline Rodriguez, Hamidreza Enshaei, Galder Kortaberria, Carlos Aleman, David Diaz Diaz
Summary: In this study, a new bio-based hydrogel film was designed and synthesized using a Cu(i)-catalyzed photo-click reaction. These films exhibited thermal-triggered swelling-deswelling behavior and were successfully used for the release of an anticancer drug.
Review
Chemistry, Multidisciplinary
Nelson Y. S. Lam, Kevin Wu, Jin-Quan Yu
Summary: The design of synthetic routes by retrosynthetic logic is influenced by available transformations. Transition-metal-catalyzed C-H activation is a powerful strategy for C-C bond formation, but its uptake in total synthesis has been tepid due to synthetic intractability and a lack of comprehensive guidelines. This Review addresses these issues and offers a guide to identify retrosynthetic opportunities to generate C-C bonds by C-H activation processes. Comparing traditional approaches and recent C-H activation methods, this Review demonstrates more efficient retrosynthetic strategies enabled by C-H activation for C-C bond construction.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Review
Chemistry, Multidisciplinary
Vincent Rigolot, Christophe Biot, Cedric Lion
Summary: The field of bioorthogonal chemistry has made significant advancements in chemical biology, allowing researchers to probe biomolecules in complex biological environments. However, implementing bioorthogonal ligations within cells remains a challenging task that requires careful planning and overcoming various limiting factors.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Review
Chemistry, Multidisciplinary
Dominik Schauenburg, Tanja Weil
Summary: In vivo chemistry refers to chemical reactions taking place within living systems, such as cells, tissues, or the entire organism, while in vitro reactions occur in artificial environments outside living organisms, like test tubes. It is essential to understand which reactions can efficiently occur without producing by-products and how product formation can be characterized in complex living environments. In vivo chemistry offers potential applications in synthesizing drug molecules within cells and enhancing the understanding of living systems and therapeutic strategies. Two guiding principles in this field are identifying translatable chemical reactions from the laboratory to living systems and selecting suitable methods to study reactions and structure formation in complex living environments.
Article
Chemistry, Multidisciplinary
Linwei Zeng, Jiaming Li, Sunliang Cui
Summary: In this study, we report a rhodium-catalyzed enantioselective click cycloaddition of azides and alkynes, which allows for the rapid and modular synthesis of atropisomeric triazoles with excellent yields and enantioselectivities. The process is mild, efficient, scalable, and has a broad substrate scope.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Multidisciplinary Sciences
Yue Weng, Chun-Jen Su, Haoyang Jiang, Chien-Wei Chiang
Summary: Site-selective chemical bioconjugation of peptides and proteins, particularly phenylalanine bioconjugation, has great potential in improving the therapeutic effectiveness of modified protein drugs. However, covalent bioconjugation of native phenylalanine remains a challenging problem in protein modification. In this study, a photoredox method for site-selective bioconjugation of phenylalanine is described, which has been successfully validated on peptides and protein insulin under straightforward and mild conditions. The pyrazole labeling approach used in this study allows the complete dissociation of insulin hexamer into the monomeric form, making it a potential candidate for rapid-acting insulin in diabetes treatment.
SCIENTIFIC REPORTS
(2022)
Article
Chemistry, Multidisciplinary
Sudripet Sharma, Jacek B. Jasinski, Wilfried M. Braje, Sachin Handa
Summary: A simple and environmentally friendly method for synthesizing nanoparticles on the surface of the food additive HPMC and their application in organic solvent-free cycloaddition reactions were reported. The method showed high efficiency and the obtained products were of high purity.
Article
Chemistry, Multidisciplinary
Oleg Borodin, Yevhenii Shchukin, Jonas Schmid, Max von Delius
Summary: Dynamic covalent chemistry is an important tool for designing and preparing molecular systems that are adaptable and robust. This study focuses on a largely overlooked dynamic covalent reaction - amidinium exchange - and reports on the conditions that enable formal amidinium metathesis reactions.
CHEMICAL COMMUNICATIONS
(2022)
Article
Polymer Science
Roy A. J. F. Oerlemans, Jingxin Shao, Sander G. A. M. Huisman, Yudong Li, Loai K. E. A. Abdelmohsen, Jan C. M. van Hest
Summary: Polymersome nanoreactors as artificial organelles have received significant attention in recent decades, particularly those incorporating biological catalysts. However, there are limited examples of nanoreactors with metal catalysts, and their application in living cells is still restricted. This study presents a biodegradable and biocompatible polymersome nanoreactor platform that can be used as an artificial organelle in living cells. The artificial organelles demonstrated the ability to incorporate tris(triazolylmethyl)amine-Cu(I) complexes in their membrane and effectively catalyze intracellular reactions without compromising cell integrity.
MACROMOLECULAR RAPID COMMUNICATIONS
(2023)
Article
Chemistry, Multidisciplinary
Chun Liu, Jingsheng Niu, Tingting Cui, Jinsong Ren, Xiaogang Qu
Summary: In this study, a near-infrared light-controllable carbonaceous nanocalabash motor catalyst was developed for active targeted synthesis of drugs inside biofilms. The catalyst exhibited good biocompatibility and rapid autonomous motion, enabling the generation of active molecules in deep biofilm layers to remove biofilms and eradicate bacteria.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
