ES2170006A1 - Sintesis enzimatica del antioxidante hidroxitirosol. - Google Patents

Sintesis enzimatica del antioxidante hidroxitirosol.

Info

Publication number
ES2170006A1
ES2170006A1 ES200002073A ES200002073A ES2170006A1 ES 2170006 A1 ES2170006 A1 ES 2170006A1 ES 200002073 A ES200002073 A ES 200002073A ES 200002073 A ES200002073 A ES 200002073A ES 2170006 A1 ES2170006 A1 ES 2170006A1
Authority
ES
Spain
Prior art keywords
reaction
tyrosol
vitamin
hydroxytyrosol
antioxidant
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
ES200002073A
Other languages
English (en)
Other versions
ES2170006B1 (es
Inventor
De Gea Juan Carlos Espin
Rivas Cristina Soler
Harry J Wichers
Barberan Francisco A Tomas
Viguera Cristina Garcia
De Arce Federico Ferreres
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.)
Consejo Superior de Investigaciones Cientificas CSIC
Original Assignee
Consejo Superior de Investigaciones Cientificas CSIC
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 Consejo Superior de Investigaciones Cientificas CSIC filed Critical Consejo Superior de Investigaciones Cientificas CSIC
Priority to ES200002073A priority Critical patent/ES2170006B1/es
Priority to PCT/ES2001/000314 priority patent/WO2002016628A1/es
Priority to EP01960746A priority patent/EP1310562A1/en
Priority to AU2001282147A priority patent/AU2001282147A1/en
Publication of ES2170006A1 publication Critical patent/ES2170006A1/es
Priority to US10/364,915 priority patent/US20030180833A1/en
Application granted granted Critical
Publication of ES2170006B1 publication Critical patent/ES2170006B1/es
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
    • C11B5/00—Preserving by using additives, e.g. anti-oxidants
    • C11B5/0021—Preserving by using additives, e.g. anti-oxidants containing oxygen
    • C11B5/0035—Phenols; Their halogenated and aminated derivates, their salts, their esters with carboxylic acids
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23D—EDIBLE OILS OR FATS, e.g. MARGARINES, SHORTENINGS, COOKING OILS
    • A23D7/00—Edible oil or fat compositions containing an aqueous phase, e.g. margarines
    • A23D7/005—Edible oil or fat compositions containing an aqueous phase, e.g. margarines characterised by ingredients other than fatty acid triglycerides
    • A23D7/0056—Spread compositions
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
    • A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P7/00—Preparation of oxygen-containing organic compounds
    • C12P7/02—Preparation of oxygen-containing organic compounds containing a hydroxy group
    • C12P7/22—Preparation of oxygen-containing organic compounds containing a hydroxy group aromatic

Abstract

Síntesis enzimática del antioxidante hidroxitirosol. La reacción transcurre en un medio tamponado con fosfato en medio acuoso, a pH neutro, y a temperatura ambiente. El medio de reacción, se compone por tanto de: tirosol, como precursor; tirosinasa de champiñón (comercial) para catalizar el proceso y vitamina C en exceso. Tras una agitación inicial, la reacción comienza. Cuando la concentración de tirosol inicial se agote la reacción se para. Para que continúe basta con añadir más tirosol (siempre cuidando que la relación vitamina C/tirosol sea mayor que 1). Cuando se obtenga la concentración de hidroxitirosol deseada, se filtra por una membrana. La enzima, de peso molecular más del doble del tamaño de poro, queda retenida en el filtro, y puede ser de nuevo reutilizada. Este primer extracto muy enriquecido en antioxidante hidroxitirosol, con una alta capacidad antioxidante, (en este caso, en combinación con vitamina C), ya es susceptible de utilizarse como aditivo alimentario.
ES200002073A 2000-08-11 2000-08-11 Sintesis enzimatica del antioxidante hidroxitirosol. Expired - Fee Related ES2170006B1 (es)

Priority Applications (5)

Application Number Priority Date Filing Date Title
ES200002073A ES2170006B1 (es) 2000-08-11 2000-08-11 Sintesis enzimatica del antioxidante hidroxitirosol.
PCT/ES2001/000314 WO2002016628A1 (es) 2000-08-11 2001-08-02 Síntesis enzimática del antioxidante hidroxitirosol
EP01960746A EP1310562A1 (en) 2000-08-11 2001-08-02 Enzymatic synthesis of antioxidant hydroxytyrosol
AU2001282147A AU2001282147A1 (en) 2000-08-11 2001-08-02 Enzymatic synthesis of antioxidant hydroxytyrosol
US10/364,915 US20030180833A1 (en) 2000-08-11 2003-02-11 Enzymatic synthesis of antioxidant hydroxytyrosol

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
ES200002073A ES2170006B1 (es) 2000-08-11 2000-08-11 Sintesis enzimatica del antioxidante hidroxitirosol.

Publications (2)

Publication Number Publication Date
ES2170006A1 true ES2170006A1 (es) 2002-07-16
ES2170006B1 ES2170006B1 (es) 2003-11-01

Family

ID=8494709

Family Applications (1)

Application Number Title Priority Date Filing Date
ES200002073A Expired - Fee Related ES2170006B1 (es) 2000-08-11 2000-08-11 Sintesis enzimatica del antioxidante hidroxitirosol.

Country Status (5)

Country Link
US (1) US20030180833A1 (es)
EP (1) EP1310562A1 (es)
AU (1) AU2001282147A1 (es)
ES (1) ES2170006B1 (es)
WO (1) WO2002016628A1 (es)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2013007850A1 (es) 2011-07-08 2013-01-17 Consejo Superior De Investigaciones Científicas (Csic) Procedimiento para la obtención de extracto de hidroxitirosol, extracto mezcla de hidroxitirosol y 3,4-dihidroxifenilglicol, y extracto de acetato de hidroxitirosilo, a partir de subproductos del olivo, y su purificación

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ATE411974T1 (de) * 2001-02-15 2008-11-15 Consejo Superior Investigacion Verfahren zur gewinnung von gereinigtem hydroxytyrosol aus von dem olivenbaum erhaltenen produkten und nebenprodukten
EP1474130A2 (en) 2002-02-08 2004-11-10 Lavipharm S.A. Use of compounds and compositions derived from olives for protecting cells against dna damage
ES2233208B1 (es) * 2003-11-27 2006-10-01 Puleva Biotech, S.A. Metodo para la preparacion enzimatica de compuestos antioxidantes.
ITMI20041627A1 (it) * 2004-08-06 2004-11-06 Lachifarma S R L Lab Chimi Co Processo per il recupero di tirosolo idrossitirosolo e altri componenti fenolici da acque di vegetazione e metodo di ossidazione catalitica di tirosolo a idrossitirosolo
EP1811866B1 (en) * 2004-11-16 2018-09-26 DSM IP Assets B.V. The use of anti-oxidant compounds for muscle damage
CA2607977C (en) * 2005-05-09 2014-10-28 The Trustees Of The University Of Pennsylvania Use of the irritating principal oleocanthal in olive oil, as well as structurally and functionally similar compounds
EP1922933A1 (de) * 2006-11-14 2008-05-21 DSMIP Assets B.V. Nahrungsmittel enthaltend einen Olivenextrakt
US20100068775A1 (en) * 2006-11-27 2010-03-18 Jihane Achkar Novel genes for the fermentative production of hydroxytyrosol
ITMI20070519A1 (it) * 2007-03-15 2008-09-16 Maurizio Barontini Procedimento per la preparazione di derivati dell'idrossitirosolo e di idrossitirosolo
WO2010012871A1 (fr) * 2008-07-30 2010-02-04 Institut De Recherche Pour Le Developpement Utilisation d'une hydroxyphenylacetate hydroxylase (hpah) pour produire de l'hydroxytyrosol
WO2016087428A1 (en) * 2014-12-04 2016-06-09 Dsm Ip Assets B.V. Fortification of edible oils with hyrdoxytyrosol
PT3234164T (pt) * 2014-12-17 2019-05-30 Univ College Dublin Nat Univ Ireland Dublin Método para a conversão enzimática de um substrato fenólico num correspondente produto catecol
CN104628528B (zh) * 2015-01-05 2016-06-15 康美（北京）药物研究院有限公司 一种酪醇的制备方法
JP2024509162A (ja) * 2021-03-03 2024-02-29 ワッカー ケミー アクチエンゲゼルシャフト ヒドロキシチロソールの製造方法

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2000036936A2 (en) * 1998-12-22 2000-06-29 Unilever N.V. Food compositions fortified with anti-oxidants

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2000036936A2 (en) * 1998-12-22 2000-06-29 Unilever N.V. Food compositions fortified with anti-oxidants

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
CAPPASSO, R. et al. "A highly convenient synthesis of hidroxytyrosol and its recovery from agricultural waste waters", J. Agric. Food Chem., 1999, Vol. 47, no 4, paginas 1745-1748. *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2013007850A1 (es) 2011-07-08 2013-01-17 Consejo Superior De Investigaciones Científicas (Csic) Procedimiento para la obtención de extracto de hidroxitirosol, extracto mezcla de hidroxitirosol y 3,4-dihidroxifenilglicol, y extracto de acetato de hidroxitirosilo, a partir de subproductos del olivo, y su purificación

Also Published As

Publication number Publication date
WO2002016628A1 (es) 2002-02-28
EP1310562A1 (en) 2003-05-14
AU2001282147A1 (en) 2002-03-04
US20030180833A1 (en) 2003-09-25
ES2170006B1 (es) 2003-11-01

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