Controlled Free-Radical Polymerization of Phenol Derivatives by Enzyme-Catalyzed Reactions in Organic Solvents

Ayyagari, Madhu S.; Marx, Kenneth A.; Tripathy, Sukant K.; Akkara, Joseph A.; Kaplan, David L.

doi:10.1021/ma00119a005

Cited by 128 publications

(99 citation statements)

References 4 publications

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“…HRP activity is stabilized in organic solvents when the enzyme is either coated on beads or entrapped in reverse micelles (Ayyagari et al, 1995). This feature is extremely useful for a wide range of applications in organic chemistry when the reagents are not soluble in water (for a review, see Jones [1986]).…”

Section: Activities Of Enzymes In Mixed Systemsmentioning

confidence: 99%

Wheat prolamine crosslinking through dityrosine formation catalyzed by peroxidases: Improvement in the modification of a poorly accessible substrate by ?indirect? catalysis

Michon

Wang

Ferrasson

et al. 1999

Biotechnol. Bioeng.

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Section: Activities Of Enzymes In Mixed Systemsmentioning

confidence: 99%

Wheat prolamine crosslinking through dityrosine formation catalyzed by peroxidases: Improvement in the modification of a poorly accessible substrate by ?indirect? catalysis

Michon

Wang

Ferrasson

et al. 1999

Biotechnol. Bioeng.

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“…Most probably, in our solvent system, aggregates were formed as higher molar masses were observed. Changing the solvent to pure DMSO or pure DMF containing 0.4 to 1% w/v of lithium salt to disrupt aggre- gates 12 and using SEC, with polystyrene standards for calibration, was not effective at suppressing the aggregation phenomenon (Table I).…”

Section: Molar Mass Determinationmentioning

confidence: 99%

Covalent immobilization of biological molecules to maleic anhydride and methyl vinyl ether copolymers?A physico-chemical approach

Ladavière

Delair

Domard

et al. 1999

J. Appl. Polym. Sci.

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ABSTRACT:The covalent grafting of biological molecules to copolymers of maleic anhydride and methyl vinyl ether (MAMVE) has been used in various applications in diagnostics. To tentatively elucidate the phenomena involved in the control of the immobilization of oligodeoxynucleotides and proteins, the physico-chemical properties of MAMVE copolymers were investigated. Because the grafting mixture contains water, to allow dissolution of the biomolecules without loss of biological properties, the anhydride-based copolymer evolves from a neutral to a negatively charged macromolecule due to hydrolysis of the anhydride moities. The properties of both hydrolyzed and nonhydrolyzed polymers were investigated. As demonstrated by light-scattering measurements in batch, the copolymers showed some level of aggregation in DMF, DMSO, and aqueous DMSO. The presence of aggregates was confirmed by size-exclusion chromatography in DMF. However, partial deaggregation occurred for the lowest molecular weight sample, on adding 1% w/v of LiBr. The nonhydrolyzed copolymers exhibited a rigid conformation in a 5% water/DMSO mixture, as well as their hydrolyzed counterpart at a low ionization degree. The rate of the hydrolysis reaction was shown to be dependent on the pH of the reaction medium and on temperature. The activation energy of the hydrolysis reaction was 14 kJ/mol, and the rate constant in the order of 10 Ϫ4 s Ϫ1 . On the basis of these data, the effect on the grafting reaction of biomolecules of different parameters such as ionic strength and the nature of the solvent, along with some other results were interpreted in terms of interactions between the synthetic and bioactive macromolecules.

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“…6), the signals of functional groups were observed at 191.5 ppm (CHO, aldehyde), 169.0-165.8 (-CH=N-) ppm, 165.3-162.3 ppm (C-OH), 159.5-160.0 ppm (C-O-C), 154.8 ppm (-C-N), 134.0-132.4 ppm (C-C), 115.5-102.5 ppm (Ar-C) and 53.5-58.0 ppm (-CH 2 -). Other phenol derivatives were also polymerized and the results have been reported in the literature [28]. Crosslinking in polymer structure is expected in those cases in which the ortho-and para-positions (C-C coupling) in the corresponding monomer structure are unsubstituted.…”

Section: Structure Of Dhbeda O-dhbeda and O-dhbeda-metal Complexesmentioning

confidence: 76%

Synthesis, Characterization and Thermal Properties of Oligo-N,N′-bis (2,4-dihydroxybenzylidene) ethylenediamine and Its Cobalt (II) and Manganese (II) Complexes

Demetgül

Karakaplan

Serın

2008

Designed Monomers and Polymers

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In this study, the new oligomer Schiff base oligo-N,N -bis (2,4-dihydroxybenzylidene) ethylenediamine (O-DHBEDA), with a double azomethine group, was synthesized by oxidative polycondensation (OP) of N,N -bis (2,4-dihydroxybenzylidene) ethylenediamine (DHBEDA) with NaOCl as an oxidant in an aqueous alkaline medium at 90 • C. About 69.3% DHBEDA was converted to O-DHBEDA. The structures of the products were studied by UV-Vis, FT-IR, 1 H-NMR, 13 C-NMR and elemental analysis. According to gel-permeation chromatography (GPC) analysis of O-DHBEDA, the number-average molecular weight (M n ), weight-average molecular weight (M w ) and PDI values were found to be 5255 g/mol, 9116 g/mol and 1.73, respectively. During the polycondensation reaction, a part of the azomethine (-CH=N-) groups oxidized to aldehyde (CHO) groups (approx. 4%). Oligomer-metal complexes of oligo-N,N -bis (2,4-dihydroxybenzylidene) ethylenediamine (O-DHBEDA) with Co (II) and Mn (II) were synthesized and characterized by FT-IR, UV-Vis, TG-DTA and atomic absorption spectroscopy (AAS). TG/DTA analyses were shown to be stable of O-DHBEDA against thermo-oxidative decomposition. The residue values of DHBEDA, O-DHBEDA, O-DHBEDA-Co and O-DHBEDA-Mn were found to be 0%, 7.1%, 14% and 13.4%, respectively, at 1000 • C.

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Controlled Free-Radical Polymerization of Phenol Derivatives by Enzyme-Catalyzed Reactions in Organic Solvents

Cited by 128 publications

References 4 publications

Wheat prolamine crosslinking through dityrosine formation catalyzed by peroxidases: Improvement in the modification of a poorly accessible substrate by ?indirect? catalysis

Wheat prolamine crosslinking through dityrosine formation catalyzed by peroxidases: Improvement in the modification of a poorly accessible substrate by ?indirect? catalysis

Covalent immobilization of biological molecules to maleic anhydride and methyl vinyl ether copolymers?A physico-chemical approach

Synthesis, Characterization and Thermal Properties of Oligo-N,N′-bis (2,4-dihydroxybenzylidene) ethylenediamine and Its Cobalt (II) and Manganese (II) Complexes

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