Novozym 435-Catalyzed Synthesis of Well-Defined Hyperbranched Aliphatic Poly(β-thioether ester)
A series of new hyperbranched aliphatic poly(β-thioether ester)s were prepared by the enzymatic ring-opening polycondensation of 1,4-oxathiepan-7-one (OTO) and AB2/ABB’ comonomer with acid-labile β-thiopropionate groups. Two kinds of comonomers, methyl 3-((3-hydroxy-2-(hydroxymethyl)propyl)thio)prop...
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ftmdpi:oai:mdpi.com:/1420-3049/25/3/687/ 2023-08-20T04:02:34+02:00 Novozym 435-Catalyzed Synthesis of Well-Defined Hyperbranched Aliphatic Poly(β-thioether ester) Wan-Xia Wu Zi Liu agris 2020-02-06 application/pdf https://doi.org/10.3390/molecules25030687 EN eng Multidisciplinary Digital Publishing Institute https://dx.doi.org/10.3390/molecules25030687 https://creativecommons.org/licenses/by/4.0/ Molecules; Volume 25; Issue 3; Pages: 687 Novozym 435 poly(β-thioether ester) hyperbranched acid degradation oxidation response Text 2020 ftmdpi https://doi.org/10.3390/molecules25030687 2023-07-31T23:04:58Z A series of new hyperbranched aliphatic poly(β-thioether ester)s were prepared by the enzymatic ring-opening polycondensation of 1,4-oxathiepan-7-one (OTO) and AB2/ABB’ comonomer with acid-labile β-thiopropionate groups. Two kinds of comonomers, methyl 3-((3-hydroxy-2-(hydroxymethyl)propyl)thio)propanoate (HHTP) and methyl 3-((2,3-dihydroxypropyl)thio)propanoate (DHTP), with different primary alcohols and secondary alcohols, were synthesized by thiol–ene click chemistry and thiol-ene Michael addition, respectively. Immobilized lipase B from Candida antarctica (CALB), Novozym 435, was used as the catalyst. The random copolymers were characterized by 1H-NMR, 13C-NMR, GPC, TGA, and DSC. All branched copolyesters had high molecular weights over 15,000 Da with narrow polydispersities in the range of 1.75–2.01 and were amorphous polymers. Their degradation properties under acidic conditions were also studied in vitro. The polymeric nanoparticles of hyperbranched poly(β-thioether ester)s were successfully obtained and showed good oxidation-responsive properties, indicating their potential for biomedical applications. Text Antarc* Antarctica MDPI Open Access Publishing Molecules 25 3 687 |
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Open Polar |
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MDPI Open Access Publishing |
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English |
topic |
Novozym 435 poly(β-thioether ester) hyperbranched acid degradation oxidation response |
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Novozym 435 poly(β-thioether ester) hyperbranched acid degradation oxidation response Wan-Xia Wu Zi Liu Novozym 435-Catalyzed Synthesis of Well-Defined Hyperbranched Aliphatic Poly(β-thioether ester) |
topic_facet |
Novozym 435 poly(β-thioether ester) hyperbranched acid degradation oxidation response |
description |
A series of new hyperbranched aliphatic poly(β-thioether ester)s were prepared by the enzymatic ring-opening polycondensation of 1,4-oxathiepan-7-one (OTO) and AB2/ABB’ comonomer with acid-labile β-thiopropionate groups. Two kinds of comonomers, methyl 3-((3-hydroxy-2-(hydroxymethyl)propyl)thio)propanoate (HHTP) and methyl 3-((2,3-dihydroxypropyl)thio)propanoate (DHTP), with different primary alcohols and secondary alcohols, were synthesized by thiol–ene click chemistry and thiol-ene Michael addition, respectively. Immobilized lipase B from Candida antarctica (CALB), Novozym 435, was used as the catalyst. The random copolymers were characterized by 1H-NMR, 13C-NMR, GPC, TGA, and DSC. All branched copolyesters had high molecular weights over 15,000 Da with narrow polydispersities in the range of 1.75–2.01 and were amorphous polymers. Their degradation properties under acidic conditions were also studied in vitro. The polymeric nanoparticles of hyperbranched poly(β-thioether ester)s were successfully obtained and showed good oxidation-responsive properties, indicating their potential for biomedical applications. |
format |
Text |
author |
Wan-Xia Wu Zi Liu |
author_facet |
Wan-Xia Wu Zi Liu |
author_sort |
Wan-Xia Wu |
title |
Novozym 435-Catalyzed Synthesis of Well-Defined Hyperbranched Aliphatic Poly(β-thioether ester) |
title_short |
Novozym 435-Catalyzed Synthesis of Well-Defined Hyperbranched Aliphatic Poly(β-thioether ester) |
title_full |
Novozym 435-Catalyzed Synthesis of Well-Defined Hyperbranched Aliphatic Poly(β-thioether ester) |
title_fullStr |
Novozym 435-Catalyzed Synthesis of Well-Defined Hyperbranched Aliphatic Poly(β-thioether ester) |
title_full_unstemmed |
Novozym 435-Catalyzed Synthesis of Well-Defined Hyperbranched Aliphatic Poly(β-thioether ester) |
title_sort |
novozym 435-catalyzed synthesis of well-defined hyperbranched aliphatic poly(β-thioether ester) |
publisher |
Multidisciplinary Digital Publishing Institute |
publishDate |
2020 |
url |
https://doi.org/10.3390/molecules25030687 |
op_coverage |
agris |
genre |
Antarc* Antarctica |
genre_facet |
Antarc* Antarctica |
op_source |
Molecules; Volume 25; Issue 3; Pages: 687 |
op_relation |
https://dx.doi.org/10.3390/molecules25030687 |
op_rights |
https://creativecommons.org/licenses/by/4.0/ |
op_doi |
https://doi.org/10.3390/molecules25030687 |
container_title |
Molecules |
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25 |
container_issue |
3 |
container_start_page |
687 |
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1774713080265048064 |