New cholic acid derivatives: Biocatalytic synthesis and molecular docking study
A series of cholic acid derivatives was synthesized by enzyme catalysis. Eleven acetyl and ester derivatives of cholic acid, eight of them new compounds, were obtained through regioselective lipase-catalyzed reactions in very good to excellent yield. The influence of various reaction parameters in t...
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todo:paper_0039128X_v107_n_p10_Zigolo2023-10-03T14:49:18Z New cholic acid derivatives: Biocatalytic synthesis and molecular docking study Zígolo, M.A. García Liñares, G. Baldessari, A. Cholic acid Lipase-catalyzed Molecular docking 3alpha,7alpha,12alpha triacetoxy 5beta cholanic acid alcohol butanol butyl 3alpha,7alpha,12alpha trihydroxy 5beta cholanate cholic acid cholic acid derivative dodecyl 3alpha,7alpha,12alpha trihydroxy 5beta cholanate ethyl 3alpha acetoxy 7alpha,12alpha dihydroxy 5beta cholanate ethyl 3alpha,7alpha,12alpha triacetoxy 5beta cholanate ethyl 3alpha,7alpha,12alpha trihydroxy 5beta cholanate ethyl 7alpha,12alpha diacetoxy 3alpha dihydroxy 5beta cholanate hexadecanol hexadecyl 3alpha,7alpha,12alpha trihydroxy 5beta cholanate lauryl alcohol myristyl alcohol octadecanol octadecyl 3alpha,7alpha,12alpha trihydroxy 5beta cholanate propanol solvent tetradecyl 3alpha,7alpha,12alpha trihydroxy 5beta cholanate triacylglycerol lipase unclassified drug cholic acid derivative Lipozyme acetylation alcoholysis Article biocatalysis esterification molecular docking synthesis temperature Cholic Acids Lipase A series of cholic acid derivatives was synthesized by enzyme catalysis. Eleven acetyl and ester derivatives of cholic acid, eight of them new compounds, were obtained through regioselective lipase-catalyzed reactions in very good to excellent yield. The influence of various reaction parameters in the enzymatic esterification, acetylation and alcoholysis reactions, such as enzyme source, alcohol or acylating agent: substrate ratio, enzyme: substrate ratio, solvent and temperature, was studied. Moreover, in order to shed light to cholic acid behavior in the enzymatic reactions, molecular docking of the lipase with cholic acid and some derivatives was carried out. © 2015 Elsevier Inc. All rights reserved. Fil:García Liñares, G. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Baldessari, A. 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_0039128X_v107_n_p10_Zigolo |
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Universidad de Buenos Aires |
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I-28 |
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R-134 |
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Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) |
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Cholic acid Lipase-catalyzed Molecular docking 3alpha,7alpha,12alpha triacetoxy 5beta cholanic acid alcohol butanol butyl 3alpha,7alpha,12alpha trihydroxy 5beta cholanate cholic acid cholic acid derivative dodecyl 3alpha,7alpha,12alpha trihydroxy 5beta cholanate ethyl 3alpha acetoxy 7alpha,12alpha dihydroxy 5beta cholanate ethyl 3alpha,7alpha,12alpha triacetoxy 5beta cholanate ethyl 3alpha,7alpha,12alpha trihydroxy 5beta cholanate ethyl 7alpha,12alpha diacetoxy 3alpha dihydroxy 5beta cholanate hexadecanol hexadecyl 3alpha,7alpha,12alpha trihydroxy 5beta cholanate lauryl alcohol myristyl alcohol octadecanol octadecyl 3alpha,7alpha,12alpha trihydroxy 5beta cholanate propanol solvent tetradecyl 3alpha,7alpha,12alpha trihydroxy 5beta cholanate triacylglycerol lipase unclassified drug cholic acid derivative Lipozyme acetylation alcoholysis Article biocatalysis esterification molecular docking synthesis temperature Cholic Acids Lipase |
| spellingShingle |
Cholic acid Lipase-catalyzed Molecular docking 3alpha,7alpha,12alpha triacetoxy 5beta cholanic acid alcohol butanol butyl 3alpha,7alpha,12alpha trihydroxy 5beta cholanate cholic acid cholic acid derivative dodecyl 3alpha,7alpha,12alpha trihydroxy 5beta cholanate ethyl 3alpha acetoxy 7alpha,12alpha dihydroxy 5beta cholanate ethyl 3alpha,7alpha,12alpha triacetoxy 5beta cholanate ethyl 3alpha,7alpha,12alpha trihydroxy 5beta cholanate ethyl 7alpha,12alpha diacetoxy 3alpha dihydroxy 5beta cholanate hexadecanol hexadecyl 3alpha,7alpha,12alpha trihydroxy 5beta cholanate lauryl alcohol myristyl alcohol octadecanol octadecyl 3alpha,7alpha,12alpha trihydroxy 5beta cholanate propanol solvent tetradecyl 3alpha,7alpha,12alpha trihydroxy 5beta cholanate triacylglycerol lipase unclassified drug cholic acid derivative Lipozyme acetylation alcoholysis Article biocatalysis esterification molecular docking synthesis temperature Cholic Acids Lipase Zígolo, M.A. García Liñares, G. Baldessari, A. New cholic acid derivatives: Biocatalytic synthesis and molecular docking study |
| topic_facet |
Cholic acid Lipase-catalyzed Molecular docking 3alpha,7alpha,12alpha triacetoxy 5beta cholanic acid alcohol butanol butyl 3alpha,7alpha,12alpha trihydroxy 5beta cholanate cholic acid cholic acid derivative dodecyl 3alpha,7alpha,12alpha trihydroxy 5beta cholanate ethyl 3alpha acetoxy 7alpha,12alpha dihydroxy 5beta cholanate ethyl 3alpha,7alpha,12alpha triacetoxy 5beta cholanate ethyl 3alpha,7alpha,12alpha trihydroxy 5beta cholanate ethyl 7alpha,12alpha diacetoxy 3alpha dihydroxy 5beta cholanate hexadecanol hexadecyl 3alpha,7alpha,12alpha trihydroxy 5beta cholanate lauryl alcohol myristyl alcohol octadecanol octadecyl 3alpha,7alpha,12alpha trihydroxy 5beta cholanate propanol solvent tetradecyl 3alpha,7alpha,12alpha trihydroxy 5beta cholanate triacylglycerol lipase unclassified drug cholic acid derivative Lipozyme acetylation alcoholysis Article biocatalysis esterification molecular docking synthesis temperature Cholic Acids Lipase |
| description |
A series of cholic acid derivatives was synthesized by enzyme catalysis. Eleven acetyl and ester derivatives of cholic acid, eight of them new compounds, were obtained through regioselective lipase-catalyzed reactions in very good to excellent yield. The influence of various reaction parameters in the enzymatic esterification, acetylation and alcoholysis reactions, such as enzyme source, alcohol or acylating agent: substrate ratio, enzyme: substrate ratio, solvent and temperature, was studied. Moreover, in order to shed light to cholic acid behavior in the enzymatic reactions, molecular docking of the lipase with cholic acid and some derivatives was carried out. © 2015 Elsevier Inc. All rights reserved. |
| format |
JOUR |
| author |
Zígolo, M.A. García Liñares, G. Baldessari, A. |
| author_facet |
Zígolo, M.A. García Liñares, G. Baldessari, A. |
| author_sort |
Zígolo, M.A. |
| title |
New cholic acid derivatives: Biocatalytic synthesis and molecular docking study |
| title_short |
New cholic acid derivatives: Biocatalytic synthesis and molecular docking study |
| title_full |
New cholic acid derivatives: Biocatalytic synthesis and molecular docking study |
| title_fullStr |
New cholic acid derivatives: Biocatalytic synthesis and molecular docking study |
| title_full_unstemmed |
New cholic acid derivatives: Biocatalytic synthesis and molecular docking study |
| title_sort |
new cholic acid derivatives: biocatalytic synthesis and molecular docking study |
| url |
http://hdl.handle.net/20.500.12110/paper_0039128X_v107_n_p10_Zigolo |
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1807321598195138560 |