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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Autores principales: Baldessari, A., Mangone, C.P.
Formato: JOUR
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Acceso en línea:http://hdl.handle.net/20.500.12110/paper_10242422_v20_n4_p275_Baldessari
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spelling 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
institution Universidad de Buenos Aires
institution_str I-28
repository_str R-134
collection 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
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