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001-es BibID:BIBFORM116532
035-os BibID:(WoS)001070439900001 (Scopus)85169291237 (cikkazonosító)105702
Első szerző:Benea, Ioana Cristina
Cím:Biocatalytic synthesis of new polyesteramides from ?-caprolactam and hydroxy acids: Structural characterization, biodegradability, and suitability as drug nanocarriers / Ioana Cristina Benea, Izolda Kántor, Anamaria Todea, Alessandro Pellis, Ioan Bîtcan, Lajos Nagy, Sandor Kéki, Diana Maria Dreavā, Francisc Péter, Tivadar Feczkó
Dátum:2023
ISSN:1381-5148
Megjegyzések:The synthesis of polyesters and polyamides by enzyme-catalyzed processes in vitro was developed in the last decades as a green alternative to obtain biodegradable synthetic polymers with various applications, such as nanoparticle-sized carriers for drug delivery. Polyesteramides were much less studied in this respect, although having the presumable advantage of increased mechanical and thermic resistance brought by the amide moieties. In this work, polyesteramides were synthesized for the first time employing as raw materials epsilon-caprolactam and a hydroxy acid. L-malic, 3-hydroxybutyric, 12-hydroxystearic and 16-hydroxyhexadecanoic acid, respectively, were investigated as co-monomers in solventless or organic medium, using the immobilized lipase Novozyme 435 as catalyst. The short chain hydroxy acids holding secondary hydroxyl groups yielded oligomers with average degree of polymerization no higher than 4, while in the case of the long-chain 12-hydroxystearic acid this value increased to 7. The best results were achieved by using 16-hydroxyhexadecanoic acid in 2:1 M excess at 80. C, yielding a product with 75% copolymer content and average molecular weight higher than 3000 Da. The emulsion-solvent evaporation method allowed the efficient production of nanoparticles based on this copolymer, with sizes around 230 nm, used for the encapsulation of a model bioactive compound, the anticancer drug sorafenib. Production yields of >70% and encapsulation efficiencies of around 60% are very promising for further development of this approach.
Tárgyszavak:Természettudományok Kémiai tudományok idegen nyelvű folyóiratközlemény külföldi lapban
folyóiratcikk
Polyesteramide
Biocatalysis
Lipase
Polymer nanoparticle
Encapsulation
Megjelenés:Reactive & Functional Polymers. - 191 (2023), p. 1-17. -
További szerzők:Kántor Izolda Todea, Anamaria Pellis, Alessandro Bîtcan, Ioan Nagy Lajos (1979-) (vegyész) Kéki Sándor (1964-) (polimer kémikus) Dreava, Diana-Maria Péter, Francisc Feczkó Tivadar
Pályázati támogatás:TKP2021-EGA-20
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2.

001-es BibID:BIBFORM115360
035-os BibID:(WoS)001070979000001 (Scopus)85168104200 (cikkazonosító)101229
Első szerző:Bîtcan, Ioan
Cím:One-pot green synthesis and characterization of novel furan-based oligoesters / Ioan Bîtcan, Alessandro Pellis, Andreea Petrovici, Diana-Maria Dreavă, Iulia Păușescu, Francisc Peter, Lajos Nagy, Sándor Kéki, Lucia Gardossi, Anamaria Todea
Dátum:2023
ISSN:2352-5541
Megjegyzések:The synthesis of bio-based poly(5-hydroxymethyl-2-furancarboxylate-co-ricinoleate) was investigated either from ricinoleic acid and 5-hydroxymethyl-2-furancarboxylic acid or directly from castor oil by green biocatalytic pathways. The reactions were carried out using commercially available native and immobilized hydrolases. The reactions were performed either in the absence of solvent or in different organic solvents or ionic liquids at various molar ratios and temperatures up to 80 ?C. The lipase from Pseudomonas stutzeri showed the highest catalytic efficiency at 50 ?C in t-butanol. To increase the sustainability of the process, in the next step, an original "onepot" system consisting of two consecutive reactions catalyzed by the same enzyme was developed. Ricinoleic acid, obtained by in-situ hydrolysis of castor oil, was used together with 5-hydroxymethyl-2-furancarboxylic acid as raw material for the oligoester synthesis at 100 mbar pressure in a solventless reaction system, yielding a product with average molecular weight of about 5800 gmol-1, in optimized conditions. The insertion of 5-hydroxymethyl-2-furancarboxylic acid units into the ricinoleic acid estolide backbone was demonstrated by MALDI-TOF MS and 2D NMR analysis. The thermal properties of the resulting products were evaluated by TG and DSC.
Tárgyszavak:Természettudományok Kémiai tudományok idegen nyelvű folyóiratközlemény külföldi lapban
folyóiratcikk
Ricinoleic acid
5-Hydroxymethyl-2-furancarboxylic acid
Enzymatic polymerization
Biocatalytic one-pot synthesis
Megjelenés:Sustainable Chemistry and Pharmacy. - 35 (2023), p. 101229-101243. -
További szerzők:Pellis, Alessandro Petrovici Andrea Dreava, Diana-Maria Pausescu, Iulia Péter, Francisc Nagy Lajos Kéki Sándor (1964-) (polimer kémikus) Gardossi, Lucia Todea, Anamaria
Pályázati támogatás:PN-III-P1-1.1-TE-2019-1573
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3.

001-es BibID:BIBFORM018651
Első szerző:Kakasi-Zsurka Sándor
Cím:Biocatalytic synthesis of new copolymers from 3-hydroxybutyric acid and a carbohydrate lactone / Sándor Kakasi-Zsurkaa, Anamaria Todea, Andrada But, Cristina Paul, Carmen G. Boeriu, Corneliu Davidescu, Lajos Nagy, Ákos Kuki, Sándor Kéki, Francisc Péter
Dátum:2011
ISSN:1381-1177
Megjegyzések:Lipase-catalyzed reaction of 3-hydroxybutyric acid with d-glucono-ō-lactone at 5:1 molar ratio and 80 °C yielded a mixture of moderate molecular weight linear and cyclic oligomers. The most efficient biocatalyst, Candida antarctica B lipase (Novozyme 435), allowed the synthesis of new oligomeric compounds with ring-opened gluconolactone units included in the oligomeric chain, without previous derivatization of the sugar, or activation of the acid monomer. The reaction medium nature had an important influence on the product composition. Although the main copolymer amount was synthesized in tert-butanol/dimethylsulfoxide medium, the highest polymerization degrees, up to 9 for the copolymer, and 10 for the 3-hydroxybutyric acid homopolymer co-product, were achieved in solventless conditions.
Tárgyszavak:Természettudományok Kémiai tudományok idegen nyelvű folyóiratközlemény külföldi lapban
3-Hydroxybutyric acid
Biopolymers
Gluconolactone
Lipase
Biocatalysis
Megjelenés:Journal Of Molecular Catalysis B-Enzymatic. - 71 : 1-2 (2011), p. 22-28. -
További szerzők:Todea, Anamaria But, Andrada Paul, Cristina Boeriu, Carmen G. Davidescu, Corneliu Nagy Lajos (1979-) (vegyész) Kuki Ákos (1966-) (villamosmérnök) Kéki Sándor (1964-) (polimer kémikus) Péter, Francisc
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4.

001-es BibID:BIBFORM103963
035-os BibID:(WOS)000522021900002 (Scopus)85082415468
Első szerző:Todea, Anamaria
Cím:Thermal behavior of oligo[(epsilon-caprolactone)-co-delta-gluconolactone] enzymatically synthesized in reaction conditions optimized by experimental design / Anamaria Todea, Diana Aparaschivei, Ioan Bîtcan, Ionuț Valentin Ledeți, Geza Bandur, Francisc Péter, Lajos Nagy, Sándor Kéki, Emese Biró
Dátum:2020
ISSN:1388-6150 1588-2926
Megjegyzések:The thermal behavior of co-oligomers of epsilon-caprolactone (ECL) with gluconolactone, compared to the epsilon-caprolactone oligomer, has been assessed by thermogravimetric analysis, while differential scanning calorimetry was used to evaluate the melting comportment. As the insertion of more hydrophilic structural units can improve the properties and functionalities of the ECL oligoesters, the enzymatic in vitro oligomerization process was optimized by a 3-factorial/3-level experimental design, using the Box-Behnken method. The selected independent variables were the temperature, the enzyme amount, and the molar ratio of monomers, while the co-oligomerization degree and the mass average molecular mass (calculated from MALDI-TOF MS data) were the response variables. The results indicate that temperature has the most significant effect and is directly correlated with the formation of linear co-oligoesters. The overall effect of the other variables was also significant. The thermogravimetric analysis of the co-oligomer synthesized in the optimized conditions indicated a decrease of the thermal stability and compared to the ECL oligomer. Thermoanalytical techniques can consistently improve the utilization efficiency of polymer-based formulations in pharmaceutical and medical applications.
Tárgyszavak:Természettudományok Kémiai tudományok idegen nyelvű folyóiratközlemény külföldi lapban
folyóiratcikk
Biocatalysis
Enzymatic oligomerization
Thermal analysis
Lipaseepsilon-caprolactone
delta-gluconolactone
Megjelenés:Journal of Thermal Analysis and Calorimetry. - 141 : 3 (2020), p. 1017-1026. -
További szerzők:Aparaschivei, Diana Bîtcan, Ioan Ledeți, Ionuț Valentin Bandur, Geza Péter, Francisc Nagy Lajos (1979-) (vegyész) Kéki Sándor (1964-) (polimer kémikus) Biro, Emese
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5.

001-es BibID:BIBFORM084756
Első szerző:Todea, Anamaria
Cím:Optimization of enzymatic ring-opening copolymerizations involving delta-gluconolactone as monomer by experimental design / Anamaria Todea, Emese Biro, Valentin Badea, Cristina Paul, Adinela Cimporescu, Lajos Nagy, Sándor Kéki, Geza Bandur, Carmen Boeriu, Francisc Péter
Dátum:2014
ISSN:0033-4545 1365-3075
Megjegyzések:Enzymatic incorporation of carbohydrate-derived monomer units into hydrophobic polyester backbones represents a promising alternative to obtain new biodegradable oligomers and polymers. Immobilized lipases are efficient biocatalysts for copolymerization of β-butyrolactone and delta-gluconolactone, but only a systematic optimization study was able to highlight the influence of the main reaction parameters on the polymerization degree and on the relative copolymer content of the product. Therefore, experimental design was employed for determination of the optimal ring-opening copolymerization conditions in solventless reaction systems, at temperatures up to 80 °C. The obtained products, cyclic and linear polyesters, have been characterized by FT-IR, MALDI-TOF MS, NMR, and TG analysis, demonstrating the incorporation of gluconolactone unit(s) into the hydrophobic backbone of the polyester and the formation of new bio-based products.
Tárgyszavak:Természettudományok Kémiai tudományok idegen nyelvű folyóiratközlemény külföldi lapban
folyóiratcikk
biocatalysis
experimental design
lipase
modeling
POC-2014
polymerization
delta-gluconolactone
Megjelenés:Pure And Applied Chemistry. - 86 : 11 (2014), p. 1781-1792. -
További szerzők:Biro, Emese Badea, Valentin Paul, Cristina Cimporescu, Adinela Nagy Lajos (1979-) (vegyész) Kéki Sándor (1964-) (polimer kémikus) Bandur, Geza Boeriu, Carmen G. Péter, Francisc
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