ES2149689A1 - Production of a glyceryl based agent via catalytic lipases consists of selective esterification of acid and glycerine to give cis octadecenoate - Google Patents

Production of a glyceryl based agent via catalytic lipases consists of selective esterification of acid and glycerine to give cis octadecenoate

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Publication number
ES2149689A1
ES2149689A1 ES009800944A ES9800944A ES2149689A1 ES 2149689 A1 ES2149689 A1 ES 2149689A1 ES 009800944 A ES009800944 A ES 009800944A ES 9800944 A ES9800944 A ES 9800944A ES 2149689 A1 ES2149689 A1 ES 2149689A1
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Spain
Prior art keywords
lipases
octadecenoate
acid
cis
immobilized
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
ES009800944A
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Spanish (es)
Other versions
ES2149689B1 (en
Inventor
Mira Jose Aracil
Gonzalez Daniel Garcia
Rodriguez Mercedes Martinez
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Complutense University of Madrid
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Complutense University of Madrid
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Complutense University of Madrid filed Critical Complutense University of Madrid
Priority to ES9800944A priority Critical patent/ES2149689B1/en
Publication of ES2149689A1 publication Critical patent/ES2149689A1/en
Application granted granted Critical
Publication of ES2149689B1 publication Critical patent/ES2149689B1/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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Abstract

Procedimiento para la obtención selectiva de 12-hidroxi-9-cis-octadecenoato de 1-glicerilo utilizando lipasas inmovilizadas como catalizador. La esterificación selectiva del ácido ricinoleico (12-hidroxi-9-cis-octadecenoico) y la glicerina se realiza mediante el empleo como catalizador, de lipasas inmovilizadas en resinas de intercambio aniónico o acrílicas porosas u otras que confieran al catalizador obtenido un diámetro de poro entre 50 y 400 {Ao , y una superficie específica entre 10 y 150 m{sup,2 /gr. Las lipasas empleadas provienen de las especies fúngicas Mucor miehi y Candida antarctica. La reacción de esterificación se realiza a presiones comprendidas entre la atmosférica y 1 mm de Hg., a una temperatura comprendida entre 20 y 90ºC. Los mejores rendimientos y selectividades se obtuvieron utilizando una lipasa de la especie fúngica de Candida antarctica inmovilizado en un adsorbente polimérico con un diámetro de poro de 180{Ao y una superficie específica de 95 m{sup,2 /gr., a la temperatura de 78,3 ºC y 60 mm de Hg de presión. Es de destacar que mediante el procedimiento objeto de esta invención se obtiene mayoritariamente el monoglicérido y específicamente el isómero cis.Procedure for the selective production of 1-glyceryl 12-hydroxy-9-cis-octadecenoate using immobilized lipases as a catalyst. The selective esterification of ricinoleic acid (12-hydroxy-9-cis-octadecenoic acid) and glycerin is carried out by using lipases immobilized on porous acrylic or anion exchange resins as a catalyst or others that give the catalyst obtained a pore diameter between 50 and 400 {Ao , and a specific surface between 10 and 150 m{sup,2 /gr. The lipases used come from the fungal species Mucor miehi and Candida antarctica. The esterification reaction is carried out at pressures between atmospheric and 1 mm Hg, at a temperature between 20 and 90ºC. The best yields and selectivities were obtained using a lipase from the fungal species of Candida antarctica immobilized in a polymeric adsorbent with a pore diameter of 180{Ao and a specific surface area of 95 m{sup,2 /gr., at room temperature. 78.3 ºC and 60 mm Hg pressure. It should be noted that the process that is the object of this invention mainly obtains the monoglyceride and specifically the cis isomer.

ES9800944A 1998-05-05 1998-05-05 PROCEDURE FOR THE SELECTIVE OBTAINING OF 12-HYDROXI-9-CIS-OCTADECENOATE OF 1-GLYCERILE USING IMMOBILIZED LIPASSES AS A CATALYST. Expired - Fee Related ES2149689B1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
ES9800944A ES2149689B1 (en) 1998-05-05 1998-05-05 PROCEDURE FOR THE SELECTIVE OBTAINING OF 12-HYDROXI-9-CIS-OCTADECENOATE OF 1-GLYCERILE USING IMMOBILIZED LIPASSES AS A CATALYST.

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
ES9800944A ES2149689B1 (en) 1998-05-05 1998-05-05 PROCEDURE FOR THE SELECTIVE OBTAINING OF 12-HYDROXI-9-CIS-OCTADECENOATE OF 1-GLYCERILE USING IMMOBILIZED LIPASSES AS A CATALYST.

Publications (2)

Publication Number Publication Date
ES2149689A1 true ES2149689A1 (en) 2000-11-01
ES2149689B1 ES2149689B1 (en) 2001-04-01

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ID=8303687

Family Applications (1)

Application Number Title Priority Date Filing Date
ES9800944A Expired - Fee Related ES2149689B1 (en) 1998-05-05 1998-05-05 PROCEDURE FOR THE SELECTIVE OBTAINING OF 12-HYDROXI-9-CIS-OCTADECENOATE OF 1-GLYCERILE USING IMMOBILIZED LIPASSES AS A CATALYST.

Country Status (1)

Country Link
ES (1) ES2149689B1 (en)

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0320132A2 (en) * 1987-12-09 1989-06-14 Kao Corporation Immobilized enzyme and esterification and interesterification therewith
WO1990015868A1 (en) * 1989-06-21 1990-12-27 Novo Nordisk A/S Immobilized lipase preparation and use thereof for ester synthesis

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0320132A2 (en) * 1987-12-09 1989-06-14 Kao Corporation Immobilized enzyme and esterification and interesterification therewith
WO1990015868A1 (en) * 1989-06-21 1990-12-27 Novo Nordisk A/S Immobilized lipase preparation and use thereof for ester synthesis

Also Published As

Publication number Publication date
ES2149689B1 (en) 2001-04-01

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