Review
Chemistry, Multidisciplinary
Tingxizi Liang, Zhaowei Chen, Hongjun Li, Zhen Gu
Summary: Bioorthogonal chemistry has made substantial progress in the past few decades and has been widely applied in biomedical practices. This article reviews the development and recent advances of bioorthogonal chemistry, with a focus on the biomedical application of bioorthogonal catalysis.
TRENDS IN CHEMISTRY
(2022)
Review
Chemistry, Physical
Chang-Qing Qin, Cheng Zhao, Guo-Shu Chen, Yun-Lin Liu
Summary: Catalytic enantioselective azide-alkyne cycloaddition (E-AAC) is an efficient technology for constructing diverse chiral triazoles, with applications in synthetic and medicinal chemistry, biological chemistry, and materials science. Significant developments have been made in copper-, nickel-, iridium-, and rhodium-catalyzed E-AAC reactions in the past six years. This review summarizes these advancements according to different strategies implemented.
Review
Chemistry, Multidisciplinary
Tyler K. Heiss, Robert S. Dorn, Jennifer A. Prescher
Summary: Bioorthogonal phosphines were introduced in the context of the Staudinger ligation and have since been widely used to tag azide-functionalized biomolecules in biological experiments. Recent advances in this field have highlighted the versatility and importance of bioorthogonal phosphines in various biological pursuits.
Review
Biochemical Research Methods
Robert E. Bird, Steven A. Lemmel, Xiang Yu, Qiongqiong Angela Zhou
Summary: Bioorthogonal chemistry is a method using non-native functional groups to explore biology in living organisms. This review summarizes common reactions in bioorthogonal methods and the frequency of bioorthogonal applications on different types of biomolecules. The application of bioorthogonal chemistry in imaging, drug delivery, and protein surface attachment is discussed, highlighting its current limitations and potential for future productive use.
BIOCONJUGATE CHEMISTRY
(2021)
Article
Multidisciplinary Sciences
Yawen You, Qingqing Deng, Yibo Wang, Yanjuan Sang, Guangming Li, Fang Pu, Jinsong Ren, Xiaogang Qu
Summary: This study reports on a DNA-based biocompatible, highly efficient, and precisely targeted copper nanocatalyst, which exhibits excellent catalytic activity and achieves efficient prodrug activation and antitumor effects in cancer cells.
NATURE COMMUNICATIONS
(2022)
Article
Chemistry, Inorganic & Nuclear
Yu-Hsuan Shen, Alec M. Esper, Ion Ghiviriga, Khalil A. Abboud, Kirk S. Schanze, Christian Ehm, Adam S. Veige
Summary: Combining strain-promoted azide-alkyne cycloaddition (SPAAC) and inorganic click (iClick) reactivity allows access to metal 1,2,3-triazolates. Experimental and computational insights reveal that the iClick reactivity of metal azides depends on the accessibility of the azide functionality rather than electronic effects. Sterically unencumbered azide functionalities exhibit SPAAC iClick reactivity with cyclooctyne.
DALTON TRANSACTIONS
(2021)
Review
Biotechnology & Applied Microbiology
Priyank Purohit, Akanksha Bhatt, Ravi K. Mittal, Magda H. Abdellattif, Thoraya A. Farghaly
Summary: Polymer grafting is a technique to improve the morphology and properties of polymers. By creating copolymers or grafting, the physicochemical properties of polymers can be further modified. This review discusses various chemical approaches for polymer grafting, such as free radical reactions, click reactions, amide formation, and alkylation. The review also covers the importance of the graft-to approaches and their application in different fields.
FRONTIERS IN BIOENGINEERING AND BIOTECHNOLOGY
(2023)
Article
Chemistry, Organic
T. Moritz Weber, Joerg Pietruszka
Summary: Copper-catalyzed alkyne azide click chemistry (CuAAC) is important for drug development and biological materials labeling. A new tridentate Cu-ligand called TDETA was synthesized as a scalable and non-toxic alternative to HN3 and the previously used DTEA ligand. TDETA showed excellent solubility in organic solvents and aqueous solutions, outcompeted commercial ligands THPTA and TBTA for various azide and alkyne combinations using Cu(I) and Cu(II) species, and had a 80% recovery yield.
SYNTHESIS-STUTTGART
(2023)
Article
Chemistry, Multidisciplinary
Cecilia Garcia-Oliva, Alejandro Merchan, Almudena Perona, Pilar Hoyos, Angel Rumbero, Maria J. Hernaiz
Summary: Two green strategies, solvent free mechanochemistry and microwave irradiation using a recycable biosolvent, based on two activation pathways, for copper-catalyzed azide-alkyne cycloaddition reaction were reported. Glucuronic acid glycodendrimers were synthesized with good conversions (99%), with the microwave pathway being the ideal tool (90% yield in 90 min).
NEW JOURNAL OF CHEMISTRY
(2022)
Article
Chemistry, Organic
Cong Guan, Jiabin Yin, Jian Ji, Jinhua Liu, Xiang Wu, Tong Zhu, Shunying Liu
Summary: A regioselective electrochemical C-H amination method using easily accessible ethers has been developed to synthesize N (2)-substituted 1,2,3-triazole. Multiple substituents, including heterocycles, were well-tolerated, and 24 examples were obtained in moderate to good yields. Control experiments and DFT calculations revealed that the electrochemical synthesis occurs through a N-tosyl 1,2,3-triazole radical cation process, promoted by single-electron transfer from the lone pair electrons of the aromatic N-heterocycle, and the desulfonation is responsible for the high N (2)-regioselectivity.
Article
Chemistry, Applied
Shaik Syed Hussain, Kesavarao Sykam, Ramanuj Narayan, Pratyay Basak
Summary: Si-PUTs were prepared by azide-alkyne cycloaddition, showing excellent surface hydrophobicity and anti-corrosion properties. A simple modification of aminopropyl trimethoxy silane produced a dialkyne terminated monomer, while azide-terminated urethane monomers were synthesized using azidoethanol and common diisocyanates. The successful formation of Si-PUTs was confirmed by FTIR and XPS analysis, and their performance as corrosion resistive coatings was evaluated comprehensively.
PROGRESS IN ORGANIC COATINGS
(2023)
Article
Chemistry, Physical
Ge Yang, Yali Xie, Yaru Wang, Ying Tang, Leng Leng Chng, Fuyi Jiang, Fanglin Du, Xianfeng Zhou, Jackie Y. Ying, Xun Yuan
Summary: This paper reports on the design of a novel Cu-based nanocatalyst, watersoluble thiolated Cu-30 nanoclusters (NCs), for living cell labeling via CuAAC. The Cu-30 NCs exhibit good biocompatibility, excellent stability, and scalable synthesis, making them a promising catalyst for potential commercial applications. Furthermore, the Cu-30 NCs demonstrate superior catalytic activities for a series of Huisgen cycloaddition reactions with good recyclability, making them suitable for intracellular bioorthogonal applications.
Review
Chemistry, Multidisciplinary
Markus Kufleitner, Lisa Maria Haiber, Valentin Wittmann
Summary: Glycans play important roles in biological recognition events. A method called metabolic glycoengineering (MGE) has been developed to visualize or isolate glycans. This approach involves treating cells or organisms with modified carbohydrate derivatives, which are then metabolized and incorporated into newly synthesized glycoconjugates. MGE has also been used to target drugs, nanoparticles, or cells to specific locations.
CHEMICAL SOCIETY REVIEWS
(2023)
Article
Biology
Z. Soederlund, A. Ibanez-Fonseca, S. Hajizadeh, J. C. Rodriguez-Cabello, J. Liu, L. Ye, E. Tykesson, L. Elowsson, G. Westergren-Thorsson
Summary: The study demonstrates the application of synthetic glycosaminoglycans in inducing desired cellular responses and the possibility of specific growth factor release using a modular 3D scaffold in vitro and in vivo.
COMMUNICATIONS BIOLOGY
(2022)
Article
Chemistry, Organic
Yulia Krivolapova, Olesya A. Tomashenko, Liya D. Funt, Dar'ya Spiridonova, Mikhail S. Novikov, Alexander F. Khlebnikov
Summary: Azirine-triazole hybrids were selectively synthesized under different reaction conditions and the reaction mechanism and selectivity were discussed based on DFT calculations.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2022)