Biocatalytic synthesis of δ-gluconolactone and ε-caprolactone copolymers.
The biodegradability and biocompatibility properties of ε-caprolactone homopolymers place it as a valuable raw material, particularly for controlled drug delivery and tissue engineering applications. However, the usefulness of such materials is limited by their low hydrophilicity and slow biodegrada...
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crfrontiers:10.18388/abp.2014_1887 2024-09-15T17:42:09+00:00 Biocatalytic synthesis of δ-gluconolactone and ε-caprolactone copolymers. Todea, Anamaria Badea, Valentin Nagy, Lajos Kéki, Sándor Boeriu, Carmen G Péter, Francisc 2014 http://dx.doi.org/10.18388/abp.2014_1887 https://ojs.ptbioch.edu.pl/index.php/abp/article/download/1887/520 unknown Frontiers Media SA Acta Biochimica Polonica volume 61, issue 2 ISSN 1734-154X 0001-527X journal-article 2014 crfrontiers https://doi.org/10.18388/abp.2014_1887 2024-07-09T04:04:57Z The biodegradability and biocompatibility properties of ε-caprolactone homopolymers place it as a valuable raw material, particularly for controlled drug delivery and tissue engineering applications. However, the usefulness of such materials is limited by their low hydrophilicity and slow biodegradation rate. In order to improve polycaprolactone properties and functionalities, copolymerization of ε-caprolactone with δ-gluconolactone was investigated. Since enzymatic reactions involving sugars are usually hindered by the low solubility of these compounds in common organic solvents, finding the best reaction medium was a major objective of this research. The optimal copolymerization conditions were set up by using different organic media (solvent and solvents mixtures), as well as solvent free systems that are able to dissolve (completely or partially) sugars, and are nontoxic for enzymes. Native and immobilized lipases by different immobilization techniques from Candida antarctica B and Thermomyces lanuginosus have been used as biocatalyst at 80°C. Although the main copolymer amount was synthesized in DMSO:t-BuOH (20:80) medium, the highest polymerization degrees, up to 16 for the copolymer product, were achieved in solventless conditions. The products, cyclic and linear polyesters, have been characterized by FT-IR and MALDI-TOF MS analysis. The reaction product analysis revealed the formation of cyclic products that could be the major impediment of further increase of the chain length. Article in Journal/Newspaper Antarc* Antarctica Frontiers (Publisher) Acta Biochimica Polonica 61 2 |
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The biodegradability and biocompatibility properties of ε-caprolactone homopolymers place it as a valuable raw material, particularly for controlled drug delivery and tissue engineering applications. However, the usefulness of such materials is limited by their low hydrophilicity and slow biodegradation rate. In order to improve polycaprolactone properties and functionalities, copolymerization of ε-caprolactone with δ-gluconolactone was investigated. Since enzymatic reactions involving sugars are usually hindered by the low solubility of these compounds in common organic solvents, finding the best reaction medium was a major objective of this research. The optimal copolymerization conditions were set up by using different organic media (solvent and solvents mixtures), as well as solvent free systems that are able to dissolve (completely or partially) sugars, and are nontoxic for enzymes. Native and immobilized lipases by different immobilization techniques from Candida antarctica B and Thermomyces lanuginosus have been used as biocatalyst at 80°C. Although the main copolymer amount was synthesized in DMSO:t-BuOH (20:80) medium, the highest polymerization degrees, up to 16 for the copolymer product, were achieved in solventless conditions. The products, cyclic and linear polyesters, have been characterized by FT-IR and MALDI-TOF MS analysis. The reaction product analysis revealed the formation of cyclic products that could be the major impediment of further increase of the chain length. |
format |
Article in Journal/Newspaper |
author |
Todea, Anamaria Badea, Valentin Nagy, Lajos Kéki, Sándor Boeriu, Carmen G Péter, Francisc |
spellingShingle |
Todea, Anamaria Badea, Valentin Nagy, Lajos Kéki, Sándor Boeriu, Carmen G Péter, Francisc Biocatalytic synthesis of δ-gluconolactone and ε-caprolactone copolymers. |
author_facet |
Todea, Anamaria Badea, Valentin Nagy, Lajos Kéki, Sándor Boeriu, Carmen G Péter, Francisc |
author_sort |
Todea, Anamaria |
title |
Biocatalytic synthesis of δ-gluconolactone and ε-caprolactone copolymers. |
title_short |
Biocatalytic synthesis of δ-gluconolactone and ε-caprolactone copolymers. |
title_full |
Biocatalytic synthesis of δ-gluconolactone and ε-caprolactone copolymers. |
title_fullStr |
Biocatalytic synthesis of δ-gluconolactone and ε-caprolactone copolymers. |
title_full_unstemmed |
Biocatalytic synthesis of δ-gluconolactone and ε-caprolactone copolymers. |
title_sort |
biocatalytic synthesis of δ-gluconolactone and ε-caprolactone copolymers. |
publisher |
Frontiers Media SA |
publishDate |
2014 |
url |
http://dx.doi.org/10.18388/abp.2014_1887 https://ojs.ptbioch.edu.pl/index.php/abp/article/download/1887/520 |
genre |
Antarc* Antarctica |
genre_facet |
Antarc* Antarctica |
op_source |
Acta Biochimica Polonica volume 61, issue 2 ISSN 1734-154X 0001-527X |
op_doi |
https://doi.org/10.18388/abp.2014_1887 |
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Acta Biochimica Polonica |
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61 |
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2 |
_version_ |
1810488582498942976 |