A novel ligand (6) for copper-catalyzed azide-alkyne cycloaddition (CuAAC) in bioconjugation has been developed. Both in vitro and in vivo experiments indicate that 6 is more efficient and less cytotoxic than the canonical CuAAC ligands. Besides, 6 is easily accessible and can be prepared at gram scale. Our study reveals that 6 might be an ideal CuAAC ligand for bioconjugations.
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http://dx.doi.org/10.1039/d0cc06348g | DOI Listing |
Int J Mol Sci
December 2024
Materials Research Institute, Universidad Nacional Autónoma de México, Mexico City 04510, Mexico.
Since its conceptualization, click chemistry in all its variants has proven to be a superior synthesis protocol, compared to conventional methods, for forming new covalent bonds under mild conditions, orthogonally, and with high yields. If a term like reactive resilience could be established, click reactions would be good examples, as they perform better under increasingly challenging conditions. Particularly, highly hindered couplings that perform poorly with conventional chemistry protocols-such as those used to conjugate biomacromolecules (e.
View Article and Find Full Text PDFAngew Chem Int Ed Engl
January 2025
Sree Chitra Tirunal Institute for Medical Sciences and Technology, Bioceramics Division, Biomedical Technology Wing, 695011, Thiruvananthapuram, INDIA.
A collagen-inspired helical protein-mimic has been synthesized via topochemical polymerization of a designed tripeptide monomer. In the monomer crystal, molecules arrange in a head-to-tail manner, forming supramolecular helices. The azide and alkyne of adjacent molecules in the supramolecular helix are proximally preorganized in a ready-to-react arrangement.
View Article and Find Full Text PDFJ Am Chem Soc
January 2025
Institute of Molecular Physiology, Shenzhen Bay Laboratory, Shenzhen 518132, China.
Small-molecule fluorophores are invaluable tools for fluorescence imaging. However, means for their covalent conjugation to the target proteins limit applications in multicolor imaging. Here, we identify 2-[(alkylhio)(ryl)ethylene]alononitrile (TAMM) molecules reacting with 1,2-aminothiol at a labeling rate over 10 M s through detailed mechanistic investigation.
View Article and Find Full Text PDFJ Am Chem Soc
January 2025
School of Physical Science and Technology, Shanghai Key Laboratory of High-Resolution Electron Microscopy, State Key Laboratory of Advanced Medical Materials and Devices, ShanghaiTech University, Shanghai 201210, China.
Covalent organic frameworks (COFs) hold promise in heterogeneous metal catalysis benefiting from their robust, crystalline, and porous structures. However, synthetic challenges persist in prolonged crystallization times, limited metal loading, and uncertain coordination environments. Here, we present the rapid crystallization and versatile metalation of new acetylhydrazone-linked COFs (AH-COFs) by condensation of ketone and hydrazide components, featuring full conversion within 30 min under open-air and mild conditions.
View Article and Find Full Text PDFChem Asian J
December 2024
Department of Chemistry, Humboldt-Universität zu Berlin, Brook-Taylor-Str. 2, 12489, Berlin, Germany.
Metal mediated several organic reactions are known which can be used inside the cellular medium for protein modifications, eventually for targeting diseases. Indeed, due to their ease of handling, rapid solubility, and effective cell penetration, metals are superior than any other competitor as a stimulus/mediator in organic reactions relevant with protein modifications. Metal mediated most effective reactions as a chemical biology tool are Cu(I)-catalyzed azide-alkyne cycloaddition(CuAAC)/click reactions or Pd mediated multiple chemical reactions for intra/extra cellular protein modifications etc.
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