Oligomerization of 10,16-Dihydroxyhexadecanoic Acid and Methyl 10,16-Dihydroxyhexadecanoate Catalyzed by Lipases
The main monomer of tomato cuticle, 10,16-dihydroxyhexadecanoic acid (10,16-DHPA) and its methyl ester derivative (methyl-10,16-dihydroxyhexadecanote; methyl-10,16-DHHD), were used to study their oligomerization reactions catalyzed by five lipases: Candida antarctica lipase B (CAL-B), Rhizomucor mie...
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ftdoajarticles:oai:doaj.org/article:8ef48620f55649f480daff9ed635f5b0 2023-05-15T14:04:43+02:00 Oligomerization of 10,16-Dihydroxyhexadecanoic Acid and Methyl 10,16-Dihydroxyhexadecanoate Catalyzed by Lipases Daniel Arrieta-Baez Georgina Sandoval Manuel Jimenez-Estrada L. Gerardo Zepeda-Vallejo María Eugenia Jaramillo-Flores Julia Cassani M. Beatriz Gómez-Patiño 2013-08-01T00:00:00Z https://doi.org/10.3390/molecules18089317 https://doaj.org/article/8ef48620f55649f480daff9ed635f5b0 EN eng MDPI AG http://www.mdpi.com/1420-3049/18/8/9317 https://doaj.org/toc/1420-3049 doi:10.3390/molecules18089317 1420-3049 https://doaj.org/article/8ef48620f55649f480daff9ed635f5b0 Molecules, Vol 18, Iss 8, Pp 9317-9333 (2013) lipases oligomerization natural monomer tomato cuticle Organic chemistry QD241-441 article 2013 ftdoajarticles https://doi.org/10.3390/molecules18089317 2022-12-31T00:26:26Z The main monomer of tomato cuticle, 10,16-dihydroxyhexadecanoic acid (10,16-DHPA) and its methyl ester derivative (methyl-10,16-dihydroxyhexadecanote; methyl-10,16-DHHD), were used to study their oligomerization reactions catalyzed by five lipases: Candida antarctica lipase B (CAL-B), Rhizomucor miehei lipase (RM), Thermomyces lanuginosus lipase (TL), Pseudomonas cepacia lipase (PCL) and porcine pancreatic lipase (PPL). For 10,16-DHPA, optimum yields were obtained at 60 °C using toluene and 2-methyl-2-butanol (2M2B) as solvent, while for methyl-10,16-DHHD the bests yields were obtained in toluene and acetonitrile. Both reactions leaded to linear polyesters according to the NMR and FT-IR analysis, and there was no data indicating the presence of branched polymers. Using optimized conditions, poly(10,16-DHPA) and poly(methyl-10,16-DHHD) with Mw = 814 and Mn = 1,206 Da, and Mw = 982 and Mn = 860 Da, respectively, were formed according to their MALDI-TOF MS and ESI-MS data. The self-assembly of the polyesters obtained were analyzed by AFM. Article in Journal/Newspaper Antarc* Antarctica Directory of Open Access Journals: DOAJ Articles Molecules 18 8 9317 9333 |
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Directory of Open Access Journals: DOAJ Articles |
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English |
topic |
lipases oligomerization natural monomer tomato cuticle Organic chemistry QD241-441 |
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lipases oligomerization natural monomer tomato cuticle Organic chemistry QD241-441 Daniel Arrieta-Baez Georgina Sandoval Manuel Jimenez-Estrada L. Gerardo Zepeda-Vallejo María Eugenia Jaramillo-Flores Julia Cassani M. Beatriz Gómez-Patiño Oligomerization of 10,16-Dihydroxyhexadecanoic Acid and Methyl 10,16-Dihydroxyhexadecanoate Catalyzed by Lipases |
topic_facet |
lipases oligomerization natural monomer tomato cuticle Organic chemistry QD241-441 |
description |
The main monomer of tomato cuticle, 10,16-dihydroxyhexadecanoic acid (10,16-DHPA) and its methyl ester derivative (methyl-10,16-dihydroxyhexadecanote; methyl-10,16-DHHD), were used to study their oligomerization reactions catalyzed by five lipases: Candida antarctica lipase B (CAL-B), Rhizomucor miehei lipase (RM), Thermomyces lanuginosus lipase (TL), Pseudomonas cepacia lipase (PCL) and porcine pancreatic lipase (PPL). For 10,16-DHPA, optimum yields were obtained at 60 °C using toluene and 2-methyl-2-butanol (2M2B) as solvent, while for methyl-10,16-DHHD the bests yields were obtained in toluene and acetonitrile. Both reactions leaded to linear polyesters according to the NMR and FT-IR analysis, and there was no data indicating the presence of branched polymers. Using optimized conditions, poly(10,16-DHPA) and poly(methyl-10,16-DHHD) with Mw = 814 and Mn = 1,206 Da, and Mw = 982 and Mn = 860 Da, respectively, were formed according to their MALDI-TOF MS and ESI-MS data. The self-assembly of the polyesters obtained were analyzed by AFM. |
format |
Article in Journal/Newspaper |
author |
Daniel Arrieta-Baez Georgina Sandoval Manuel Jimenez-Estrada L. Gerardo Zepeda-Vallejo María Eugenia Jaramillo-Flores Julia Cassani M. Beatriz Gómez-Patiño |
author_facet |
Daniel Arrieta-Baez Georgina Sandoval Manuel Jimenez-Estrada L. Gerardo Zepeda-Vallejo María Eugenia Jaramillo-Flores Julia Cassani M. Beatriz Gómez-Patiño |
author_sort |
Daniel Arrieta-Baez |
title |
Oligomerization of 10,16-Dihydroxyhexadecanoic Acid and Methyl 10,16-Dihydroxyhexadecanoate Catalyzed by Lipases |
title_short |
Oligomerization of 10,16-Dihydroxyhexadecanoic Acid and Methyl 10,16-Dihydroxyhexadecanoate Catalyzed by Lipases |
title_full |
Oligomerization of 10,16-Dihydroxyhexadecanoic Acid and Methyl 10,16-Dihydroxyhexadecanoate Catalyzed by Lipases |
title_fullStr |
Oligomerization of 10,16-Dihydroxyhexadecanoic Acid and Methyl 10,16-Dihydroxyhexadecanoate Catalyzed by Lipases |
title_full_unstemmed |
Oligomerization of 10,16-Dihydroxyhexadecanoic Acid and Methyl 10,16-Dihydroxyhexadecanoate Catalyzed by Lipases |
title_sort |
oligomerization of 10,16-dihydroxyhexadecanoic acid and methyl 10,16-dihydroxyhexadecanoate catalyzed by lipases |
publisher |
MDPI AG |
publishDate |
2013 |
url |
https://doi.org/10.3390/molecules18089317 https://doaj.org/article/8ef48620f55649f480daff9ed635f5b0 |
genre |
Antarc* Antarctica |
genre_facet |
Antarc* Antarctica |
op_source |
Molecules, Vol 18, Iss 8, Pp 9317-9333 (2013) |
op_relation |
http://www.mdpi.com/1420-3049/18/8/9317 https://doaj.org/toc/1420-3049 doi:10.3390/molecules18089317 1420-3049 https://doaj.org/article/8ef48620f55649f480daff9ed635f5b0 |
op_doi |
https://doi.org/10.3390/molecules18089317 |
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Molecules |
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18 |
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8 |
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9317 |
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9333 |
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1766275961826836480 |