Synthesis of N-vinylformamide and 1-vinyl-(1-methacryloyl)-3,5-dimethylpyrazole copolymers and their extraction ability in relation to histidine in water-salt media

Kuznetsov, V. A.; Lavlinskaya, Maria S.; Ostankova, I. V.; Shatalov, G. V.; Shikhaliev, Kh. S.; Рыжкова, Е. А.

doi:10.1007/s00289-017-2091-2

Cited by 10 publications

(11 citation statements)

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“…Therefore, PVI links act as a trigger for the self-association of the macromolecules. These results correlate with the earlier obtained data for azole-containing copolymers [ 36 ], and the DLS size data are in good agreement with the size results obtained by TEM ( Figure 2 ). The copolymer particles have an oval-like shape and are characterized by a dense-core structure with less core corona.…”

Section: Resultssupporting

confidence: 92%

“…Several of the bands at 1320, 1412, and 1500 cm −1 corresponding to the vibrations of the dissociated carboxylic groups indicate that the obtained copolymers were in the acetate salt form. The absence of the low-intensity absorption band near 1610 cm −1 confirms that graft polymerization occurs due to the opening of the C=C bond of N -vinylimidazole [ 35 , 36 ].…”

Section: Resultsmentioning

confidence: 99%

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Chitosan Graft Copolymers with N-Vinylimidazole as Promising Matrices for Immobilization of Bromelain, Ficin, and Papain

et al. 2022

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This work aims to synthesize graft copolymers of chitosan and N-vinylimidazole (VI) with different compositions to be used as matrices for the immobilization of cysteine proteases—bromelain, ficin, and papain. The copolymers are synthesized by free radical solution copolymerization with a potassium persulfate-sodium metabisulfite blend initiator. The copolymers have a relatively high frequency of grafting and yields. All the synthesized graft copolymers are water-soluble, and their solutions are characterized by DLS and laser Doppler microelectrophoresis. The copolymers are self-assembled in aqueous solutions, and they have a cationic nature and pH-sensitivity correlating to the VI content. The FTIR data demonstrate that synthesized graft copolymers conjugate cysteine proteases. The synthesized copolymer adsorbs more enzyme macromolecules compared to non-modified chitosan with the same molecular weight. The proteolytic activity of the immobilized enzymes is increased up to 100% compared to native ones. The immobilized ficin retains up to 97% of the initial activity after a one-day incubation, the immobilized bromelain retains 69% of activity after a 3-day incubation, and the immobilized papain retains 57% of the initial activity after a 7-day incubation. Therefore, the synthesized copolymers can be used as matrices for the immobilization of bromelain, ficin, and papain.

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Section: Resultssupporting

confidence: 92%

Section: Resultsmentioning

confidence: 99%

Chitosan Graft Copolymers with N-Vinylimidazole as Promising Matrices for Immobilization of Bromelain, Ficin, and Papain

et al. 2022

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“…On the other hand, concerning noncyclic N -vinylamide monomers, industrial N -vinylformamide (NVF), N -vinylacetamide (NVA), and N -methyl- N -vinylacetamide (NMVA) are precursors of homopolymers and copolymers widely used in biomedicine as drug-delivery agents, − in water-treatment, − as kinetic hydrate inhibitors in the petroleum industry, − or even in batteries − and textile industries. , Advantageously, they are also a major source of polyvinylamines, − thus providing a powerful tool to generate cationic interfaces and form complexes with metals or with oppositely charged polyelectrolytes . Unlike N -vinyllactams, only a few studies reported the successfully controlled polymerization of noncyclic N -vinylamides with the works of Debuigne and co-workers using CMRP , and Yamago and co-workers using TERP .…”

Section: Introductionmentioning

confidence: 99%

RAFT Polymerization of N-Methyl-N-vinylacetamide and Related Double Hydrophilic Block Copolymers

et al. 2022

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Bulk reversible addition−fragmentation chain-transfer polymerization (RAFT) of N-methyl-N-vinylacetamide (NMVA) was explored with four different RAFT agents, which are two xanthates and two dithiocarbamates. Working at 35 °C with an unusually high [V-70] 0 /[RAFT agent] 0 ratio, cyanomethyl O-ethyl carbonodithioate and cyanomethyl diphenylcarbamodithioate allowed the synthesis of poly(N-methyl-N-vinyl acetamide) (PNMVA) with predetermined M n and relatively low dispersities (Đ < 1.5). A good thiocarbonylthio end-group fidelity was revealed by 1 H nuclear magnetic resonance (NMR), mass spectrometry, chain-extension experiment, and block copolymer synthesis. Two double hydrophilic poly(ethylene oxide)-b-poly(N-methyl-N-vinylacetamide) (PEO-b-PNMVA) and poly(N-isopropylacrylamide)-bpoly(N-methyl-N-vinylacetamide) (PNIPAAm-b-PNMVA) diblock copolymers were successfully synthesized, the latter of which exhibits a lower critical solution temperature (LCST) with the reversible formation of colloidal aggregates in water.

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“…Hence, development of the new, eco-friendly and effective ways of amino acid extraction and concentration is a considerable goal for the researchers. Liquid extraction based on water-soluble polymers replacing toxic and flammable organic solvents is a cheap and express concentration method providing the process effectiveness and corresponding to the modern “green” trends in chemistry [ 2 ]. Effective extraction in such systems is achieved due to nonspecific and specific interactions between amino acids and polymers.…”

Section: Introductionmentioning

confidence: 99%

“…For example, poly( N -vinylamides), poly( N -vinylazoles), polyacrylates, and their copolymers are effective extractants for inorganic [ 4 – 8 ] and organic substances [ 9 – 15 ]. Also, some poly( N -vinylamides), such as poly( N -vinylformamide) and poly( N -vinylcaprolactam), is characterized by low toxicity and biocompatibility, which allows them to be used in biomedicine and biotechnologies [ 2 , 4 , 5 , 11 , 16 – 20 ]. Poly( N -vinylimidazole) and its derivatives are applied in pharmaceutics and cosmetology [ 16 , 18 , 21 – 25 ].…”

Section: Introductionmentioning

confidence: 99%

Interaction of the nitrogen-containing carbon backbone polymers with essential α-amino acids

SOROKIN¹,

LAVLINSKAYA²

2022

Turkish Journal of Chemistry

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The aim of this work is to research the interactions of water-soluble nitrogen-containing copolymers with essential amino acids in aqueous media. For this, poly( N -vinylformamide- co - N -vinylimidazole) and poly( N -vinylcaprolactam- co - N -vinylimidazole) random copolymers were synthesized by free radical polymerization. The products obtained are characterized by GPC, DLS, and FTIR. The copolymers have a narrow molecular weight distribution and low dispersity. The interactions of the obtained copolymers with histidine, proline, arginine, leucine, phenylalanine, and methionine were researched by UV spectroscopy, FTIR, and TEM. It was found that conjugation of the copolymers with amino acids correlates with the copolymer composition and hydrodynamic radius R h , and depends on the pH of the medium and amino acid structures. It is shown that chloride anion presence in the polymer-amino acid-water systems affects the mechanism of their interactions. The research shows that the synthesized copolymers can be used for the creation of effective eco-friendly amino acid extraction systems or matrices for enzyme immobilization.

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Synthesis of N-vinylformamide and 1-vinyl-(1-methacryloyl)-3,5-dimethylpyrazole copolymers and their extraction ability in relation to histidine in water-salt media

Cited by 10 publications

References 50 publications

Chitosan Graft Copolymers with N-Vinylimidazole as Promising Matrices for Immobilization of Bromelain, Ficin, and Papain

Chitosan Graft Copolymers with N-Vinylimidazole as Promising Matrices for Immobilization of Bromelain, Ficin, and Papain

RAFT Polymerization of N-Methyl-N-vinylacetamide and Related Double Hydrophilic Block Copolymers

Interaction of the nitrogen-containing carbon backbone polymers with essential α-amino acids

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