NO320104B1 - Fremgangsmate for fremstilling av baccatin i naervaere av et enzym og en acetyldonor, enzymet, fremgangsmate for fremstilling av dette og fremgangsmate for fremstilling av taxol og/eller taxolderivater. - Google Patents

Fremgangsmate for fremstilling av baccatin i naervaere av et enzym og en acetyldonor, enzymet, fremgangsmate for fremstilling av dette og fremgangsmate for fremstilling av taxol og/eller taxolderivater. Download PDF

Info

Publication number: NO320104B1
Authority: NO; Norway
Prior art keywords: enzyme; acetyl; baccatin; taxol; coenzyme
Prior art date: 1998-02-06

Application number

NO20003787A

Other languages

English (en)

Norwegian (no)

Other versions

NO20003787L (no

NO20003787D0 (no

Inventor

Ezio Bombardelli

Birgitta Menhard

Meinhart Hans Zenk

Original Assignee

Indena 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.)

1998-02-06

Filing date

2000-07-24

Publication date

2005-10-24

2000-07-24 Application filed by Indena Spa filed Critical Indena Spa

2000-07-24 Publication of NO20003787L publication Critical patent/NO20003787L/no

2000-07-24 Publication of NO20003787D0 publication Critical patent/NO20003787D0/no

2005-10-24 Publication of NO320104B1 publication Critical patent/NO320104B1/no

Links

102000004190 Enzymes Human genes 0.000 title claims abstract description 89
108090000790 Enzymes Proteins 0.000 title claims abstract description 89
229930190007 Baccatin Natural products 0.000 title claims abstract description 35
125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 title claims abstract 7
238000000034 method Methods 0.000 title claims description 39
229930012538 Paclitaxel Natural products 0.000 title claims description 24
229960001592 paclitaxel Drugs 0.000 title claims description 24
RCINICONZNJXQF-MZXODVADSA-N taxol Chemical compound O([C@@H]1[C@@]2(C[C@@H](C(C)=C(C2(C)C)[C@H](C([C@]2(C)[C@@H](O)C[C@H]3OC[C@]3([C@H]21)OC(C)=O)=O)OC(=O)C)OC(=O)[C@H](O)[C@@H](NC(=O)C=1C=CC=CC=1)C=1C=CC=CC=1)O)C(=O)C1=CC=CC=C1 RCINICONZNJXQF-MZXODVADSA-N 0.000 title claims description 24
150000004579 taxol derivatives Chemical class 0.000 title claims description 7
238000002360 preparation method Methods 0.000 title description 5
102000005421 acetyltransferase Human genes 0.000 claims abstract description 34
108020002494 acetyltransferase Proteins 0.000 claims abstract description 34
241001149649 Taxus wallichiana var. chinensis Species 0.000 claims abstract description 13
238000004519 manufacturing process Methods 0.000 claims abstract description 10
238000002415 sodium dodecyl sulfate polyacrylamide gel electrophoresis Methods 0.000 claims abstract description 8
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ZSLZBFCDCINBPY-ZSJPKINUSA-N acetyl-CoA Chemical compound O[C@@H]1[C@H](OP(O)(O)=O)[C@@H](COP(O)(=O)OP(O)(=O)OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C)O[C@H]1N1C2=NC=NC(N)=C2N=C1 ZSLZBFCDCINBPY-ZSJPKINUSA-N 0.000 claims description 94
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RAKDXBHPGCOTQG-SFPMZPPXSA-N 10beta-hydroxytaxa-4(20),11-diene-2alpha,5alpha,14beta-triyl triacetate Chemical compound O[C@H]1C[C@]2(C)CC[C@H](OC(C)=O)C(=C)[C@H]2[C@H](OC(C)=O)[C@@H]2[C@@H](OC(=O)C)CC(C)=C1C2(C)C RAKDXBHPGCOTQG-SFPMZPPXSA-N 0.000 claims description 17
238000006243 chemical reaction Methods 0.000 claims description 15
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 13
238000001514 detection method Methods 0.000 claims description 6
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KFFHSFCOKCGBBW-VCPDXWRASA-N taxa-4(20),11-diene-2alpha,5alpha,10beta,14beta-tetrayl tetraacetate Chemical compound CC(=O)O[C@H]1C[C@]2(C)CC[C@H](OC(C)=O)C(=C)[C@H]2[C@H](OC(C)=O)[C@@H]2[C@@H](OC(=O)C)CC(C)=C1C2(C)C KFFHSFCOKCGBBW-VCPDXWRASA-N 0.000 claims description 5
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YWLXLRUDGLRYDR-ZHPRIASZSA-N 5beta,20-epoxy-1,7beta,10beta,13alpha-tetrahydroxy-9-oxotax-11-ene-2alpha,4alpha-diyl 4-acetate 2-benzoate Chemical compound O([C@H]1[C@H]2[C@@](C([C@H](O)C3=C(C)[C@@H](O)C[C@]1(O)C3(C)C)=O)(C)[C@@H](O)C[C@H]1OC[C@]12OC(=O)C)C(=O)C1=CC=CC=C1 YWLXLRUDGLRYDR-ZHPRIASZSA-N 0.000 abstract 2
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XYJRXVWERLGGKC-UHFFFAOYSA-D pentacalcium;hydroxide;triphosphate Chemical compound [OH-].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O XYJRXVWERLGGKC-UHFFFAOYSA-D 0.000 description 4
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241000282326 Felis catus Species 0.000 description 3
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BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 3
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TYLVGQKNNUHXIP-MHHARFCSSA-N 10-deacetyltaxol Chemical compound O([C@H]1[C@H]2[C@@](C([C@H](O)C3=C(C)[C@@H](OC(=O)[C@H](O)[C@@H](NC(=O)C=4C=CC=CC=4)C=4C=CC=CC=4)C[C@]1(O)C3(C)C)=O)(C)[C@@H](O)C[C@H]1OC[C@]12OC(=O)C)C(=O)C1=CC=CC=C1 TYLVGQKNNUHXIP-MHHARFCSSA-N 0.000 description 2
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
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Classifications

- 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
- C12P17/00—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms
- C12P17/02—Oxygen as only ring hetero atoms
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D305/00—Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms
- C07D305/14—Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms condensed with carbocyclic rings or ring systems
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
- C12N9/10—Transferases (2.)
- C12N9/1025—Acyltransferases (2.3)
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- C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
- C12N9/10—Transferases (2.)
- C12N9/1025—Acyltransferases (2.3)
- C12N9/1029—Acyltransferases (2.3) transferring groups other than amino-acyl groups (2.3.1)

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NO20003787A 1998-02-06 2000-07-24 Fremgangsmate for fremstilling av baccatin i naervaere av et enzym og en acetyldonor, enzymet, fremgangsmate for fremstilling av dette og fremgangsmate for fremstilling av taxol og/eller taxolderivater. NO320104B1 (no)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
DE19804815A DE19804815C1 (de)	1998-02-06	1998-02-06	Verfahren zur Herstellung von Baccatin
PCT/EP1999/000599 WO1999040216A1 (fr)	1998-02-06	1999-01-29	Procede de preparation de baccatine

Publications (3)

Publication Number	Publication Date
NO20003787L NO20003787L (no)	2000-07-24
NO20003787D0 NO20003787D0 (no)	2000-07-24
NO320104B1 true NO320104B1 (no)	2005-10-24

Family

ID=7856891

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NO20003787A NO320104B1 (no)	1998-02-06	2000-07-24	Fremgangsmate for fremstilling av baccatin i naervaere av et enzym og en acetyldonor, enzymet, fremgangsmate for fremstilling av dette og fremgangsmate for fremstilling av taxol og/eller taxolderivater.

Country Status (20)

Country	Link
US (1)	US6514732B1 (fr)
EP (1)	EP1053345B1 (fr)
JP (1)	JP4278864B2 (fr)
KR (1)	KR100575488B1 (fr)
CN (1)	CN1226416C (fr)
AT (1)	ATE260985T1 (fr)
AU (1)	AU760122B2 (fr)
CA (1)	CA2319136C (fr)
CZ (1)	CZ300009B6 (fr)
DE (2)	DE19804815C1 (fr)
DK (1)	DK1053345T3 (fr)
ES (1)	ES2217777T3 (fr)
HU (1)	HU228677B1 (fr)
NO (1)	NO320104B1 (fr)
PL (1)	PL197703B1 (fr)
PT (1)	PT1053345E (fr)
RU (1)	RU2219242C2 (fr)
SI (1)	SI1053345T1 (fr)
SK (1)	SK284676B6 (fr)
WO (1)	WO1999040216A1 (fr)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US6287835B1 (en)	1999-09-30	2001-09-11	Washington State University Research Foundation	Transacylases of the paclitaxel biosynthetic pathway
DE10013942B4 (de) *	2000-03-21	2010-01-14	Air Liquide Deutschland Gmbh	Verfahren zum Herstellen von Arzneimitteln aus Ausgangsstoffen der traditionellen chinesischen Medizin
US20080053911A1 (en) *	2006-08-30	2008-03-06	Qiagen Gmbh	Separation of an organic phase from a mixture comprising organic and aqueous phases by solid phase systems
CN103808850A (zh) *	2012-11-15	2014-05-21	刘胜远	一种红豆杉中10-去乙酰基巴卡亭ⅲ的薄层色谱检测方法
CN103808853A (zh) *	2012-11-15	2014-05-21	刘胜远	一种红豆杉中7-木糖-10-去乙酰基紫杉醇的薄层色谱检测方法
CN103808854A (zh) *	2012-11-15	2014-05-21	刘胜远	一种红豆杉中巴卡亭ⅲ的薄层色谱检测方法
CN103808851A (zh) *	2012-11-15	2014-05-21	刘胜远	一种红豆杉中10-去乙酰基紫杉醇的薄层色谱检测方法

1998
- 1998-02-06 DE DE19804815A patent/DE19804815C1/de not_active Expired - Fee Related
1999
- 1999-01-29 KR KR1020007008519A patent/KR100575488B1/ko not_active IP Right Cessation
- 1999-01-29 AT AT99934214T patent/ATE260985T1/de active
- 1999-01-29 CZ CZ20002723A patent/CZ300009B6/cs not_active IP Right Cessation
- 1999-01-29 WO PCT/EP1999/000599 patent/WO1999040216A1/fr active IP Right Grant
- 1999-01-29 ES ES99934214T patent/ES2217777T3/es not_active Expired - Lifetime
- 1999-01-29 JP JP2000530627A patent/JP4278864B2/ja not_active Expired - Lifetime
- 1999-01-29 EP EP99934214A patent/EP1053345B1/fr not_active Expired - Lifetime
- 1999-01-29 AU AU32519/99A patent/AU760122B2/en not_active Ceased
- 1999-01-29 DE DE59908741T patent/DE59908741D1/de not_active Expired - Lifetime
- 1999-01-29 SI SI9930568T patent/SI1053345T1/xx unknown
- 1999-01-29 SK SK1124-2000A patent/SK284676B6/sk not_active IP Right Cessation
- 1999-01-29 RU RU2000123174/13A patent/RU2219242C2/ru not_active IP Right Cessation
- 1999-01-29 CA CA002319136A patent/CA2319136C/fr not_active Expired - Fee Related
- 1999-01-29 CN CNB998027057A patent/CN1226416C/zh not_active Expired - Fee Related
- 1999-01-29 US US09/582,223 patent/US6514732B1/en not_active Expired - Lifetime
- 1999-01-29 PL PL342711A patent/PL197703B1/pl unknown
- 1999-01-29 HU HU0100724A patent/HU228677B1/hu not_active IP Right Cessation
- 1999-01-29 DK DK99934214T patent/DK1053345T3/da active
- 1999-01-29 PT PT99934214T patent/PT1053345E/pt unknown
2000
- 2000-07-24 NO NO20003787A patent/NO320104B1/no not_active IP Right Cessation

Also Published As

Publication number	Publication date
EP1053345A1 (fr)	2000-11-22
EP1053345B1 (fr)	2004-03-03
ES2217777T3 (es)	2004-11-01
AU3251999A (en)	1999-08-23
KR20010040647A (ko)	2001-05-15
KR100575488B1 (ko)	2006-05-03
DK1053345T3 (da)	2004-06-21
US6514732B1 (en)	2003-02-04
DE19804815C1 (de)	1999-04-15
DE59908741D1 (de)	2004-04-08
ATE260985T1 (de)	2004-03-15
NO20003787L (no)	2000-07-24
CZ300009B6 (cs)	2009-01-14
PL197703B1 (pl)	2008-04-30
HU228677B1 (en)	2013-05-28
NO20003787D0 (no)	2000-07-24
JP2002502613A (ja)	2002-01-29
PT1053345E (pt)	2004-07-30
SI1053345T1 (en)	2004-08-31
CA2319136A1 (fr)	1999-08-12
CN1290305A (zh)	2001-04-04
CZ20002723A3 (cs)	2001-01-17
SK284676B6 (sk)	2005-09-08
HUP0100724A3 (en)	2002-04-29
RU2219242C2 (ru)	2003-12-20
JP4278864B2 (ja)	2009-06-17
CN1226416C (zh)	2005-11-09
AU760122B2 (en)	2003-05-08
HUP0100724A2 (hu)	2001-12-28
WO1999040216A1 (fr)	1999-08-12
CA2319136C (fr)	2008-09-09
PL342711A1 (en)	2001-07-02
SK11242000A3 (sk)	2001-09-11

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