Synthesis of an ortho-phthalaldehyde-functionalized copolymer for rapid, chemoselective and efficient conjugation with native proteins under physiological conditions
Polymer Chemistry Pub Date: 2019-04-12 DOI: 10.1039/C9PY00365G
Abstract
We report the synthesis of an ortho-phthalaldehyde (OPA) functionalized and water-soluble copolymer by reversible addition-fragmentation chain transfer (RAFT) copolymerization of a novel OPA derivative vinyl monomer with N,N-dimethylacrylamide, followed by deprotection in trifluoroacetic acid/dichloromethane solution. Our results demonstrate that the OPA-containing copolymer could conjugate rapidly, chemoselectively and efficiently with native proteins via the OPA-primary amine reaction under physiological conditions without significant changes in the protein activity. This work provides a promising method for efficient conjugation of polymers with native proteins under physiological conditions.
Recommended Literature
- [1] Examination of ammonia–poly(pyrrole) interactions by piezoelectric and conductivity measurements Analyst, 1991,116, 1125-1130 10.1039/AN9911601125
- [2] Excimer emission and magnetoluminescence of radical-based zinc(ii) complexes doped in host crystals? Shojiro Kimura,Tetsuro KusamotoChem. Commun., 2020,56, 11195-11198 10.1039/D0CC04830E
- [3] Dissolved oxygen sensor based on fluorescence quenching of oxygen-sensitive ruthenium complexes immobilized in sol–gel-derived porous silica coatings Analyst, 1996,121, 785-788 10.1039/AN9962100785
- [4] Evidence of CO2 molecule acting as an electron acceptor on a nanoporous metal–organic-framework MIL-53 or Cr3+(OH)(O2C–C6H4–CO2)? Alexandre Vimont,Arnaud Travert,Philippe Bazin,Jean-Claude Lavalley,Marco Daturi,Christian Serre,Gérard Férey,Sandrine Bourrelly,Philip L. LlewellynChem. Commun., 2007, 3291-3293 10.1039/B703468G
- [5] Excellent electrochemical performance of LiFe0.4Mn0.6PO4 microspheres produced using a double carbon coating process? Yong Ping Huang,Tao Tao,Zheng Chen,Wei Han,Ying Wu,Chunjiang Kuang,Shaoxiong Zhou,Ying ChenJ. Mater. Chem. A, 2014,2, 18831-18837 10.1039/C4TA03994G
- [6] Excitation energies from ground-state density-functionals by means of generator coordinates A. B. F. da Silva,K. CapellePhys. Chem. Chem. Phys., 2009,11, 4564-4569 10.1039/B902529D
- [7] Enabling chloride salts for thermal energy storage: implications of salt purity? J. Matthew Kurley,Phillip W. Halstenberg,Abbey McAlister,Stephen Raiman,Richard T. MayesRSC Adv., 2019,9, 25602-25608 10.1039/C9RA03133B
- [8] Dissociation of large gaseous serine clusters produces abundant protonated serine octamer Jacob S. Jordan,Evan R. WilliamsAnalyst, 2021,146, 2617-2625 10.1039/D1AN00273B
- [9] Exciplex emission from the mixed dimer of naphthalene and 2-cyanonaphthalene in a supersonic jet Aloke Das,K. K. Mahato,Chayan K. Nandi,Tapas Chakraborty,Shridhar R. Gadre,Nikhil A. GokhalePhys. Chem. Chem. Phys., 2002,4, 2162-2168 10.1039/B200124C
- [10] Evidence that the availability of an allylic hydrogen governs the regioselectivity of the Wacker oxidation Matthew J. Gaunt,Jinquan Yu,Jonathan B. SpencerChem. Commun., 2001, 1844-1845 10.1039/B103066N
Journal Name：Polymer Chemistry
research_products
-
CAS no.: 89640-58-4
![N-(3-cyanothiolan-3-yl)-2-[(2,2,2-trifluoroethyl)sulfanyl]pyridine-4-carboxamide](https://ossimg.kuujia.com/scimg/1444500/1444113-98-7x500.png)
![1,2,3,4,5,6-Hexahydro-[2,3]bipyridinyl-6-ol](https://ossimg.kuujia.com/scimg/1271000/1270529-38-8x500.png)
![2,2-Difluoro-3-[methyl(2-methylbutyl)amino]propanoic acid](https://ossimg.kuujia.com/scimg/2138500/2138166-62-6x500.png)
![2-(1H-indol-3-yl)-N-{[6-(thiophen-2-yl)-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]methyl}acetamide](https://ossimg.kuujia.com/scimg/2034500/2034271-14-0x500.png)