A novel fluoroaryl azide with an alkyne tail was synthesized and precisely immobilized within a PEG-based matrix via two-photon induced decomposition and nitrene insertion. Well defined 3D positioning of the terminal alkyne allows site-specific micropatterning. The subsequent 3D alkyne-azide cycloaddition was realized using dye-functionalized molecules containing "clickable" azide moieties.
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http://dx.doi.org/10.1039/c3cc43533d | DOI Listing |
Polymers (Basel)
December 2024
Institute of Chemistry, Federal University of Uberlândia, Uberlândia 38400-902, Brazil.
Cellulose tosylate (MCC-Tos) is a key derivative for surface modification and a crucial precursor for cellulose compatibilization in click reactions, enabling its functionalization for advanced applications. Replacing tosyl groups with alkyne groups broadens cellulose's potential in biocompatible reactions, such as thiol-yne click chemistry and protein/enzyme immobilization. To achieve this, we optimized the heterogeneous synthesis of MCC-Tos using a Doehlert matrix statistical design, evaluating the influence and interaction of the reaction conditions.
View Article and Find Full Text PDFBioconjug Chem
December 2024
Department of Chemistry "Ugo Schiff" (DICUS), University of Florence, Via della Lastruccia 3-13, Sesto Fiorentino, FI 50019, Italy.
The present study reports the preparation of the first multivalent iminosugars built onto a glyco-gold nanoparticle core (glyco-AuNPs) capable of stabilizing or enhancing the activity of the lysosomal enzyme GCase, which is defective in Gaucher disease. An -nonyltrihydroxypiperidine was selected as the bioactive iminosugar unit and further functionalized, via copper-catalyzed alkyne-azide cycloaddition, with a thiol-ending linker that allowed the conjugation to the gold core. These bioactive ligands were obtained with either a linear monomeric or dendritic trimeric arrangement of the iminosugar.
View Article and Find Full Text PDFOrg Biomol Chem
December 2024
Department of Chemistry, Central University of Punjab, Bathinda, Punjab, 151401, India.
The synthesis of novel quinoline-fused triazolo-azepine derivatives has been reported using an intramolecular 1,3-dipolar azide-alkyne cycloaddition strategy. This method possesses considerable potential to synthesize five- and seven-membered rings in high yields (65-87%) without the necessity of metal catalysts or additives. Additionally, this methodology was applicable to pyridine and tetralone based adducts to afford triazolo-azepine derivatives.
View Article and Find Full Text PDFBioconjug Chem
December 2024
TRIMT GmbH, Carl-Eschebach-Str. 7, 01454 Radeberg, Germany.
The cellular adhesion receptor αvβ6-integrin is highly expressed in many cancers, e.g., pancreatic, lung, head-and-neck, cervical, bladder, and esophageal carcinoma.
View Article and Find Full Text PDFBio Protoc
November 2024
State Key Laboratory of Chemical Oncogenomics, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School, Shenzhen, China.
Bioorthogonal chemical reporters are non-native chemical handles introduced into biomolecules of living systems, typically through metabolic or protein engineering. These functionalities can undergo bioorthogonal reactions, such as copper-catalyzed alkyne-azide cycloaddition (CuAAC), with small-molecule probes, enabling the tagging and visualization of biomolecules. This approach has greatly enhanced our understanding of cellular dynamics, enzyme targeting, and protein post-translational modifications.
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