ES2032765T3 - Procedimiento para la preparacion biotecnologica de cloruro de l (-)-carnitina. - Google Patents

Procedimiento para la preparacion biotecnologica de cloruro de l (-)-carnitina.

Info

Publication number
ES2032765T3
ES2032765T3 ES198787103684T ES87103684T ES2032765T3 ES 2032765 T3 ES2032765 T3 ES 2032765T3 ES 198787103684 T ES198787103684 T ES 198787103684T ES 87103684 T ES87103684 T ES 87103684T ES 2032765 T3 ES2032765 T3 ES 2032765T3
Authority
ES
Spain
Prior art keywords
formula
enzyme
acid
ester
procedure
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.)
Expired - Lifetime
Application number
ES198787103684T
Other languages
English (en)
Inventor
Franco Francalanci
Marco Ricci
Pietro Cesti
Carlo Venturello
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.)
Istituto Guido Donegani SpA
Original Assignee
Istituto Guido Donegani SpA
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 Istituto Guido Donegani SpA filed Critical Istituto Guido Donegani SpA
Application granted granted Critical
Publication of ES2032765T3 publication Critical patent/ES2032765T3/es
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12PFERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P13/00Preparation of nitrogen-containing organic compounds
    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12PFERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P17/00Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms
    • C12P17/02Oxygen as only ring hetero atoms
    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12PFERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P41/00Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture
    • C12P41/003Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by ester formation, lactone formation or the inverse reactions
    • C12P41/005Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by ester formation, lactone formation or the inverse reactions by esterification of carboxylic acid groups in the enantiomers or the inverse reaction

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Zoology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Wood Science & Technology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Genetics & Genomics (AREA)
  • General Chemical & Material Sciences (AREA)
  • Biotechnology (AREA)
  • Microbiology (AREA)
  • Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Engineering & Computer Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Analytical Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Epoxy Compounds (AREA)

Abstract

SE DESCRIBE UN PROCEDIMIENTO PARA LA PREPARACION BIOTECNOLOGICA DE CLORURO DE L(-)-CARNITINA, QUE TIENE LA FORMULA (I) QUE COMPRENDE: A) HACER REACCIONAR UN ESTER RACEMICO DE ACIDO (R,S)-3,4-EPOXIBUTIRICO QUE TIENE LA FORMULA (II) EN LA QUE R REPRESENTA UN GRUPO ALQUILO C1-C10 O UN GRUPO BENCILO, CON UNA ENZIMA O CON UN MICROORGANISMO QUE PRODUCE DICHA ENZIMA, CAPAZ DE HIDROLIZAR, ASIMETRICAMENTE Y DE MANERA PREPONDERANTE, EL ENANTIOMERO S(-), Y SEPARAR DICHO ENANTIOMERO S(-), SEGUN METODOS USUALES, DEL ESTER (II) QUE NO HA REACCIONADO, QUE ESTA PRESENTE SUSTANCIALMENTE EN LA FORMA R(+); B) HACER REACCIONAR LA FORMA R(+) DEL ESTER (II) ASI OBTENIDO CON UNA ENZIMA CAPAZ DE HIDROLIZAR DICHA FORMA R(+) CUANTITATIVAMENTE, EN CONDICIONES DE PH REGULADAS MEDIANTE ALCALIS, PARA OBTENER UNA SAL DE ACIDO 3,4-EPOXIBUTIRICO QUE TIENE LA FORMULA (III) EN LA QUE X ES, POR EJEMPLO, NA, K, LI, SUSTANCIALMENTE EN LA FORMA R(+), Y C) HACER REACCIONAR DICHA FORMA R(+) DE LA SAL QUE TIENE LA FORMULA (III) CON TRIMETILAMINA, EN UN EXCESO MOLAR, Y DESPUES DE HABER ELIMINADO DICHO EXCESO DE TRIMETILAMINA MEDIANTE ACIDO CLORHIDRICO, SE OBTIENE ASI CLORURO DE L(-)-CARNITINA QUE TIENE LA FORMULA (I). LA L(-)-CARNITINA ES UN AGENTE EUTROFICO Y CARDIOPROTECTOR PARA CURAR LA ISQUEMIA MIOCARDICA.
ES198787103684T 1986-03-14 1987-03-13 Procedimiento para la preparacion biotecnologica de cloruro de l (-)-carnitina. Expired - Lifetime ES2032765T3 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
IT19762/86A IT1189069B (it) 1986-03-14 1986-03-14 Processo per la preparazione biotecnologica della l(-)-carnitina cloruro

Publications (1)

Publication Number Publication Date
ES2032765T3 true ES2032765T3 (es) 1993-03-01

Family

ID=11161017

Family Applications (1)

Application Number Title Priority Date Filing Date
ES198787103684T Expired - Lifetime ES2032765T3 (es) 1986-03-14 1987-03-13 Procedimiento para la preparacion biotecnologica de cloruro de l (-)-carnitina.

Country Status (12)

Country Link
EP (1) EP0237983B1 (es)
JP (1) JPS62272984A (es)
KR (1) KR870009027A (es)
AT (1) ATE76433T1 (es)
AU (1) AU584787B2 (es)
BR (1) BR8701178A (es)
CA (1) CA1309048C (es)
DE (1) DE3779154D1 (es)
ES (1) ES2032765T3 (es)
IL (1) IL81846A0 (es)
IT (1) IT1189069B (es)
ZA (1) ZA871692B (es)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL8801311A (nl) * 1988-05-20 1989-12-18 Stamicarbon Fenylglycidaatstereoisomeren, omzettingsprodukten daarvan met 2-nitrothiofenol en de bereiding van diltiazem.
FI95931C (fi) * 1988-09-02 1996-04-10 Tanabe Seiyaku Co Menetelmä (2R,3S)-3-(4-metoksifenyyli)glysidiinihapon alemman alkyyliesterin valmistamiseksi
US6521445B1 (en) * 1988-10-26 2003-02-18 Sepracor, Inc. Process for preparing optically active glycidate esters
JPH088879B2 (ja) * 1989-09-13 1996-01-31 田辺製薬株式会社 光学活性3―フェニルグリシッド酸エステル類化合物の製法
DE4315593C2 (de) 1993-05-11 2001-06-13 Westdeutsche Farbengesellschaf Verfahren zur Herstellung eines Zweikomponentenlacks
KR100247563B1 (ko) 1997-07-16 2000-04-01 박영구 키랄3,4-에폭시부티르산및이의염의제조방법
KR100255039B1 (ko) 1997-07-28 2000-05-01 박영구 L-카르니틴의제조방법
KR100332703B1 (ko) 1998-07-24 2002-08-27 삼성정밀화학 주식회사 광학활성을갖는(s)-3,4-에폭시부티르산염의제조방법
CN103119094B (zh) * 2010-01-22 2014-07-16 阿彻丹尼尔斯米德兰德公司 制备高纯度可更新来源基增塑剂的方法和由其制备的产品
WO2012011572A1 (ja) * 2010-07-23 2012-01-26 国立大学法人大阪大学 拡張不全型心不全治療薬

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3135788A (en) * 1959-09-28 1964-06-02 Nihon Zoki Seiyaku Kabushikika Preparation of dl-carnitine hydrochloride from trimethylamine hydrochloride and epihalogenohydrin
US4259249A (en) * 1979-06-13 1981-03-31 The Procter & Gamble Company Preparation of hydroxyl zwitterionic compounds
JPS59192095A (ja) * 1983-04-13 1984-10-31 Ajinomoto Co Inc L−カルニチンの製造法
IT1184284B (it) * 1985-06-28 1987-10-22 Sigma Tau Ind Farmaceuti Procedimento per la preparazione di r(-)-norcarnitina terz-butil estere
IT1187681B (it) * 1985-07-05 1987-12-23 Montedison Spa Metodo per la preparazione di 3,4-epossibutirrati alchilici

Also Published As

Publication number Publication date
IT8619762A0 (it) 1986-03-14
ATE76433T1 (de) 1992-06-15
KR870009027A (ko) 1987-10-22
IT1189069B (it) 1988-01-28
EP0237983A2 (en) 1987-09-23
ZA871692B (en) 1987-11-25
EP0237983A3 (en) 1988-08-24
AU6997387A (en) 1987-09-17
CA1309048C (en) 1992-10-20
DE3779154D1 (de) 1992-06-25
JPS62272984A (ja) 1987-11-27
IL81846A0 (en) 1987-10-20
IT8619762A1 (it) 1987-09-14
EP0237983B1 (en) 1992-05-20
BR8701178A (pt) 1988-01-19
AU584787B2 (en) 1989-06-01

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