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Self-immolative Polymer Hydrogels via In Situ Gelation.
Chemistry
August 2024
School of Biomedical Engineering, The University of Western Ontario, 1151 Richmond Street, N6A 5B9, London, Ontario, Canada.
Hydrogels are of interest for a wide range of applications. The ability to control when the hydrogel degrades can provide beneficial properties such as controlled degradation in the environment or the stimulated release of drugs or cells. Self-immolative polymers are a class of degradable polymers that undergo complete end-to-end depolymerization upon the application of a stimulus.
View Article and Find Full Text PDFCopper-Free Synthesis of Cationic Glycidyl Triazolyl Polymers.
Macromol Rapid Commun
December 2024
1-1 Namiki, Tsukuba, Ibaraki, 305-0044, Japan.
Copper-free synthesis of cationic glycidyl triazolyl polymers (GTPs) is achieved through a thermal azide-alkyne cycloaddition reaction between glycidyl azide polymer and propiolic acid, followed by decarboxylation and quaternization of the triazole unit. For synthesizing nonfunctionalized GTP (GTP-H), a microwave-assisted method enhances the decarboxylation reaction of carboxy-functionalized GTP (GTP-COOH). Three variants of cationic GTPs with different N-substituents [N-ethyl, N-butyl, and N-tri(ethylene glycol) monomethyl ether (EG3)] are synthesized.
View Article and Find Full Text PDFAn easy and simple method for the immobilization of dyes through click reactions: activated alkyne, copper not needed.
RSC Adv
April 2024
Grupo de Química Macromolecular (LABQUIMAC), Departamento de Química Orgánica e Inorgánica, Facultad de Ciencia y Tecnología, Universidad del País Vasco UPV/EHU 48940 Leioa Spain
The copper-free azide-alkyne click reaction has shown to be a successful alternative to immobilize covalently a fluorescente compound onto poly(-l-lactic) acid (PLLA) surfaces. Proceded by basic hydrolysis and amidation reaction, typical surface characterization techniques have validated each functionaliztion step and the success of the conjugation. This method offers a catalyst-free option for various surface conjugations, extremely demanded in biomedical and biosensory fields.
View Article and Find Full Text PDFBroadening the Utility of Farnesyltransferase-Catalyzed Protein Labeling Using Norbornene-Tetrazine Click Chemistry.
Bioconjug Chem
July 2024
Department of Chemistry, University of Minnesota─Twin Cities, 207 Pleasant Street, Minneapolis, Minnesota 55455, United States.
Bioorthogonal chemistry has gained widespread use in the study of many biological systems of interest, including protein prenylation. Prenylation is a post-translational modification, in which one or two 15- or 20-carbon isoprenoid chains are transferred onto cysteine residues near the C-terminus of a target protein. The three main enzymes─protein farnesyltransferase (FTase), geranylgeranyl transferase I (GGTase I), and geranylgeranyl transferase II (GGTase II)─that catalyze this process have been shown to tolerate numerous structural modifications in the isoprenoid substrate.
View Article and Find Full Text PDFNucleobase-Functionalized 7-Deazaisoguanine and 7-Deazapurin-2,6-diamine Nucleosides: Halogenation, Cross-Coupling, and Cycloaddition.
J Org Chem
February 2024
Laboratory of Bioorganic Chemistry and Chemical Biology, Center for Nanotechnology, Heisenbergstrasse 11, 48149 Münster, Germany.
The functionalization in position-7 of 7-deazaisoguanine and 7-deazapurin-2,6-diamine ribo- and 2'-deoxyribonucleosides by halogen atoms (chloro, bromo, iodo), and clickable alkynyl and vinyl side chains for copper-catalyzed and copper-free cycloadditions is described. Problems arising during the synthesis of the 7-iodinated isoguanine ribo- and 2'-deoxyribonucleosides were solved by the action of acetone. The impact of side chains and halogen atoms on the p values and hydrophobicity of nucleosides was investigated.
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