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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| Otros Autores: | , |
| Formato: | Capítulo de libro |
| Lenguaje: | Inglés |
| Publicado: |
Elsevier Inc.
2016
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| Acceso en línea: | Registro en Scopus DOI Handle Registro en la Biblioteca Digital |
| Aporte de: | Registro referencial: Solicitar el recurso aquí |
| LEADER | 11748caa a22012377a 4500 | ||
|---|---|---|---|
| 001 | PAPER-16145 | ||
| 003 | AR-BaUEN | ||
| 005 | 20230518204701.0 | ||
| 008 | 190411s2016 xx ||||fo|||| 00| 0 eng|d | ||
| 024 | 7 | |2 scopus |a 2-s2.0-84959101869 | |
| 024 | 7 | |2 cas |a alcohol, 64-17-5; butanol, 35296-72-1, 71-36-3; cholic acid, 32500-01-9, 361-09-1, 81-25-4; hexadecanol, 29354-98-1, 36653-82-4, 51260-59-4; lauryl alcohol, 112-53-8, 27342-88-7; myristyl alcohol, 112-72-1, 27196-00-5; octadecanol, 112-92-5, 68894-51-9; propanol, 62309-51-7, 71-23-8; triacylglycerol lipase, 9001-62-1; Cholic Acids; Lipase; Lipozyme | |
| 040 | |a Scopus |b spa |c AR-BaUEN |d AR-BaUEN | ||
| 030 | |a STEDA | ||
| 100 | 1 | |a Zígolo, M.A. | |
| 245 | 1 | 0 | |a New cholic acid derivatives: Biocatalytic synthesis and molecular docking study |
| 260 | |b Elsevier Inc. |c 2016 | ||
| 270 | 1 | 0 | |m Baldessari, A.; Laboratorio de Biocatálisis, Departamento de Química Orgánica y UMYMFOR, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Ciudad Universitaria, Pabellón 2, piso 3, Argentina; email: alib@qo.fcen.uba.ar |
| 506 | |2 openaire |e Política editorial | ||
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| 520 | 3 | |a 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. |l eng | |
| 536 | |a Detalles de la financiación: Secretaría de Ciencia y Técnica, Universidad de Buenos Aires, 20020100100304 | ||
| 536 | |a Detalles de la financiación: PIP 112-200801-00801/09 | ||
| 536 | |a Detalles de la financiación: PICT 2011-00595 | ||
| 536 | |a Detalles de la financiación: We thank UBA X010 , UBACYT 20020100100304 , CONICET PIP 112-200801-00801/09 , ANPCyT PICT 2011-00595 and Bunge y Born Foundation for partial financial support. A.B. and G.G.L. are Research Members of CONICET (Argentina). Appendix A | ||
| 593 | |a Laboratorio de Biocatálisis, Departamento de Química Orgánica y UMYMFOR, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Ciudad Universitaria, Pabellón 2, piso 3, Buenos Aires, C1428EGA, Argentina | ||
| 690 | 1 | 0 | |a CHOLIC ACID |
| 690 | 1 | 0 | |a LIPASE-CATALYZED |
| 690 | 1 | 0 | |a MOLECULAR DOCKING |
| 690 | 1 | 0 | |a 3ALPHA,7ALPHA,12ALPHA TRIACETOXY 5BETA CHOLANIC ACID |
| 690 | 1 | 0 | |a ALCOHOL |
| 690 | 1 | 0 | |a BUTANOL |
| 690 | 1 | 0 | |a BUTYL 3ALPHA,7ALPHA,12ALPHA TRIHYDROXY 5BETA CHOLANATE |
| 690 | 1 | 0 | |a CHOLIC ACID |
| 690 | 1 | 0 | |a CHOLIC ACID DERIVATIVE |
| 690 | 1 | 0 | |a DODECYL 3ALPHA,7ALPHA,12ALPHA TRIHYDROXY 5BETA CHOLANATE |
| 690 | 1 | 0 | |a ETHYL 3ALPHA ACETOXY 7ALPHA,12ALPHA DIHYDROXY 5BETA CHOLANATE |
| 690 | 1 | 0 | |a ETHYL 3ALPHA,7ALPHA,12ALPHA TRIACETOXY 5BETA CHOLANATE |
| 690 | 1 | 0 | |a ETHYL 3ALPHA,7ALPHA,12ALPHA TRIHYDROXY 5BETA CHOLANATE |
| 690 | 1 | 0 | |a ETHYL 7ALPHA,12ALPHA DIACETOXY 3ALPHA DIHYDROXY 5BETA CHOLANATE |
| 690 | 1 | 0 | |a HEXADECANOL |
| 690 | 1 | 0 | |a HEXADECYL 3ALPHA,7ALPHA,12ALPHA TRIHYDROXY 5BETA CHOLANATE |
| 690 | 1 | 0 | |a LAURYL ALCOHOL |
| 690 | 1 | 0 | |a MYRISTYL ALCOHOL |
| 690 | 1 | 0 | |a OCTADECANOL |
| 690 | 1 | 0 | |a OCTADECYL 3ALPHA,7ALPHA,12ALPHA TRIHYDROXY 5BETA CHOLANATE |
| 690 | 1 | 0 | |a PROPANOL |
| 690 | 1 | 0 | |a SOLVENT |
| 690 | 1 | 0 | |a TETRADECYL 3ALPHA,7ALPHA,12ALPHA TRIHYDROXY 5BETA CHOLANATE |
| 690 | 1 | 0 | |a TRIACYLGLYCEROL LIPASE |
| 690 | 1 | 0 | |a UNCLASSIFIED DRUG |
| 690 | 1 | 0 | |a CHOLIC ACID DERIVATIVE |
| 690 | 1 | 0 | |a LIPOZYME |
| 690 | 1 | 0 | |a ACETYLATION |
| 690 | 1 | 0 | |a ALCOHOLYSIS |
| 690 | 1 | 0 | |a ARTICLE |
| 690 | 1 | 0 | |a BIOCATALYSIS |
| 690 | 1 | 0 | |a ESTERIFICATION |
| 690 | 1 | 0 | |a MOLECULAR DOCKING |
| 690 | 1 | 0 | |a SYNTHESIS |
| 690 | 1 | 0 | |a TEMPERATURE |
| 690 | 1 | 0 | |a CHOLIC ACIDS |
| 690 | 1 | 0 | |a LIPASE |
| 700 | 1 | |a García Liñares, G. | |
| 700 | 1 | |a Baldessari, A. | |
| 773 | 0 | |d Elsevier Inc., 2016 |g v. 107 |h pp. 10-19 |p Steroids |x 0039128X |w (AR-BaUEN)CENRE-577 |t Steroids | |
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