Enzyme-catalyzed preparation of novel fatty acid derivatives of pyridoxine with surfactant activity
A series of novel fatty acid derivatives of pyridoxine, one of the three members of the vitamin B6 group, has been prepared. These products were obtained using an enzymatic approach. Several lipases catalyzed esterification and transesterification reactions of pyridoxine with carboxylic acid or alky...
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todo:paper_10242422_v20_n4_p275_Baldessari2023-10-03T15:56:51Z Enzyme-catalyzed preparation of novel fatty acid derivatives of pyridoxine with surfactant activity Baldessari, A. Mangone, C.P. Enzyme-catalyzed Fatty acids Pyridoxine Surfactants Biosynthesis Carboxylic acids Derivatives Drug products Enzymes Esterification Fatty acids Food additives Surface active agents Vitamins Regioselective Nitrogen compounds (5 hydroxy 4 hydroxymethyl 6 methylpyridin 3 yl)methyl 13 docosenoic acid (5 hydroxy 4 hydroxymethyl 6 methylpyridin 3 yl)methyl 5,8,11,14 eicosatetraenoic acid (5 hydroxy 4 hydroxymethyl 6 methylpyridin 3 yl)methyl 9 octadecanoic acid (5 hydroxy 4 hydroxymethyl 6 methylpyridin 3 yl)methyl 9,12 octadecanoic acid (5 hydroxy 4 hydroxymethyl 6 methylpyridin 3 yl)methyl 9,12,15 octadecatrienoic acid (5 hydroxy 4 hydroxymethyl 6 methylpyridin 3 yl)methyleicosanoic acid (5 hydroxy 4 hydroxymethyl 6 methylpyridin 3 yl)methyloctadecanoic acid carboxylic acid fatty acid derivative food additive pyridoxine derivative surfactant triacylglycerol lipase unclassified drug acylation article catalysis cosmetic industry drug activity drug formulation drug synthesis enzymatic assay enzyme substrate nonhuman pancreas pharmaceutical engineering swine Sus scrofa A series of novel fatty acid derivatives of pyridoxine, one of the three members of the vitamin B6 group, has been prepared. These products were obtained using an enzymatic approach. Several lipases catalyzed esterification and transesterification reactions of pyridoxine with carboxylic acid or alkyl carboxylates showed a remarkable regioselective behavior; only monoacyl derivatives were obtained. The surfactant activity, composition and clean enzymatic methodology applied in the preparation of these products make them useful as ingredients in cosmetic and pharmaceutical formulations or food additives. Fil:Baldessari, A. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Mangone, C.P. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar http://hdl.handle.net/20.500.12110/paper_10242422_v20_n4_p275_Baldessari |
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Universidad de Buenos Aires |
institution_str |
I-28 |
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R-134 |
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Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) |
topic |
Enzyme-catalyzed Fatty acids Pyridoxine Surfactants Biosynthesis Carboxylic acids Derivatives Drug products Enzymes Esterification Fatty acids Food additives Surface active agents Vitamins Regioselective Nitrogen compounds (5 hydroxy 4 hydroxymethyl 6 methylpyridin 3 yl)methyl 13 docosenoic acid (5 hydroxy 4 hydroxymethyl 6 methylpyridin 3 yl)methyl 5,8,11,14 eicosatetraenoic acid (5 hydroxy 4 hydroxymethyl 6 methylpyridin 3 yl)methyl 9 octadecanoic acid (5 hydroxy 4 hydroxymethyl 6 methylpyridin 3 yl)methyl 9,12 octadecanoic acid (5 hydroxy 4 hydroxymethyl 6 methylpyridin 3 yl)methyl 9,12,15 octadecatrienoic acid (5 hydroxy 4 hydroxymethyl 6 methylpyridin 3 yl)methyleicosanoic acid (5 hydroxy 4 hydroxymethyl 6 methylpyridin 3 yl)methyloctadecanoic acid carboxylic acid fatty acid derivative food additive pyridoxine derivative surfactant triacylglycerol lipase unclassified drug acylation article catalysis cosmetic industry drug activity drug formulation drug synthesis enzymatic assay enzyme substrate nonhuman pancreas pharmaceutical engineering swine Sus scrofa |
spellingShingle |
Enzyme-catalyzed Fatty acids Pyridoxine Surfactants Biosynthesis Carboxylic acids Derivatives Drug products Enzymes Esterification Fatty acids Food additives Surface active agents Vitamins Regioselective Nitrogen compounds (5 hydroxy 4 hydroxymethyl 6 methylpyridin 3 yl)methyl 13 docosenoic acid (5 hydroxy 4 hydroxymethyl 6 methylpyridin 3 yl)methyl 5,8,11,14 eicosatetraenoic acid (5 hydroxy 4 hydroxymethyl 6 methylpyridin 3 yl)methyl 9 octadecanoic acid (5 hydroxy 4 hydroxymethyl 6 methylpyridin 3 yl)methyl 9,12 octadecanoic acid (5 hydroxy 4 hydroxymethyl 6 methylpyridin 3 yl)methyl 9,12,15 octadecatrienoic acid (5 hydroxy 4 hydroxymethyl 6 methylpyridin 3 yl)methyleicosanoic acid (5 hydroxy 4 hydroxymethyl 6 methylpyridin 3 yl)methyloctadecanoic acid carboxylic acid fatty acid derivative food additive pyridoxine derivative surfactant triacylglycerol lipase unclassified drug acylation article catalysis cosmetic industry drug activity drug formulation drug synthesis enzymatic assay enzyme substrate nonhuman pancreas pharmaceutical engineering swine Sus scrofa Baldessari, A. Mangone, C.P. Enzyme-catalyzed preparation of novel fatty acid derivatives of pyridoxine with surfactant activity |
topic_facet |
Enzyme-catalyzed Fatty acids Pyridoxine Surfactants Biosynthesis Carboxylic acids Derivatives Drug products Enzymes Esterification Fatty acids Food additives Surface active agents Vitamins Regioselective Nitrogen compounds (5 hydroxy 4 hydroxymethyl 6 methylpyridin 3 yl)methyl 13 docosenoic acid (5 hydroxy 4 hydroxymethyl 6 methylpyridin 3 yl)methyl 5,8,11,14 eicosatetraenoic acid (5 hydroxy 4 hydroxymethyl 6 methylpyridin 3 yl)methyl 9 octadecanoic acid (5 hydroxy 4 hydroxymethyl 6 methylpyridin 3 yl)methyl 9,12 octadecanoic acid (5 hydroxy 4 hydroxymethyl 6 methylpyridin 3 yl)methyl 9,12,15 octadecatrienoic acid (5 hydroxy 4 hydroxymethyl 6 methylpyridin 3 yl)methyleicosanoic acid (5 hydroxy 4 hydroxymethyl 6 methylpyridin 3 yl)methyloctadecanoic acid carboxylic acid fatty acid derivative food additive pyridoxine derivative surfactant triacylglycerol lipase unclassified drug acylation article catalysis cosmetic industry drug activity drug formulation drug synthesis enzymatic assay enzyme substrate nonhuman pancreas pharmaceutical engineering swine Sus scrofa |
description |
A series of novel fatty acid derivatives of pyridoxine, one of the three members of the vitamin B6 group, has been prepared. These products were obtained using an enzymatic approach. Several lipases catalyzed esterification and transesterification reactions of pyridoxine with carboxylic acid or alkyl carboxylates showed a remarkable regioselective behavior; only monoacyl derivatives were obtained. The surfactant activity, composition and clean enzymatic methodology applied in the preparation of these products make them useful as ingredients in cosmetic and pharmaceutical formulations or food additives. |
format |
JOUR |
author |
Baldessari, A. Mangone, C.P. |
author_facet |
Baldessari, A. Mangone, C.P. |
author_sort |
Baldessari, A. |
title |
Enzyme-catalyzed preparation of novel fatty acid derivatives of pyridoxine with surfactant activity |
title_short |
Enzyme-catalyzed preparation of novel fatty acid derivatives of pyridoxine with surfactant activity |
title_full |
Enzyme-catalyzed preparation of novel fatty acid derivatives of pyridoxine with surfactant activity |
title_fullStr |
Enzyme-catalyzed preparation of novel fatty acid derivatives of pyridoxine with surfactant activity |
title_full_unstemmed |
Enzyme-catalyzed preparation of novel fatty acid derivatives of pyridoxine with surfactant activity |
title_sort |
enzyme-catalyzed preparation of novel fatty acid derivatives of pyridoxine with surfactant activity |
url |
http://hdl.handle.net/20.500.12110/paper_10242422_v20_n4_p275_Baldessari |
work_keys_str_mv |
AT baldessaria enzymecatalyzedpreparationofnovelfattyacidderivativesofpyridoxinewithsurfactantactivity AT mangonecp enzymecatalyzedpreparationofnovelfattyacidderivativesofpyridoxinewithsurfactantactivity |
_version_ |
1807316149795291136 |