ZA200401226B - Enzymatic method for the enantiomeric resolution of amino acids. - Google Patents
Enzymatic method for the enantiomeric resolution of amino acids. Download PDFInfo
- Publication number
- ZA200401226B ZA200401226B ZA200401226A ZA200401226A ZA200401226B ZA 200401226 B ZA200401226 B ZA 200401226B ZA 200401226 A ZA200401226 A ZA 200401226A ZA 200401226 A ZA200401226 A ZA 200401226A ZA 200401226 B ZA200401226 B ZA 200401226B
- Authority
- ZA
- South Africa
- Prior art keywords
- amino acid
- process according
- enantiomers
- glutarylamide
- acid
- Prior art date
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- 150000001413 amino acids Chemical class 0.000 title claims description 47
- 238000006911 enzymatic reaction Methods 0.000 title description 2
- -1 polycyclic hydrocarbon Chemical class 0.000 claims description 43
- 238000000034 method Methods 0.000 claims description 37
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- 108010034416 glutarylamidocephalosporanic acid acylase Proteins 0.000 claims description 17
- 238000006243 chemical reaction Methods 0.000 claims description 15
- 150000003254 radicals Chemical class 0.000 claims description 15
- 125000000217 alkyl group Chemical group 0.000 claims description 12
- 125000000623 heterocyclic group Chemical group 0.000 claims description 12
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- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 description 1
- RMBPEFMHABBEKP-UHFFFAOYSA-N fluorene Chemical compound C1=CC=C2C3=C[CH]C=CC3=CC2=C1 RMBPEFMHABBEKP-UHFFFAOYSA-N 0.000 description 1
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- 125000001188 haloalkyl group Chemical group 0.000 description 1
- KDEZIUOWTXJEJK-UHFFFAOYSA-N heptacene Chemical compound C1=CC=CC2=CC3=CC4=CC5=CC6=CC7=CC=CC=C7C=C6C=C5C=C4C=C3C=C21 KDEZIUOWTXJEJK-UHFFFAOYSA-N 0.000 description 1
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- CTAPFRYPJLPFDF-UHFFFAOYSA-N isoxazole Chemical compound C=1C=NOC=1 CTAPFRYPJLPFDF-UHFFFAOYSA-N 0.000 description 1
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- NIHNNTQXNPWCJQ-UHFFFAOYSA-N o-biphenylenemethane Natural products C1=CC=C2CC3=CC=CC=C3C2=C1 NIHNNTQXNPWCJQ-UHFFFAOYSA-N 0.000 description 1
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- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- SLIUAWYAILUBJU-UHFFFAOYSA-N pentacene Chemical compound C1=CC=CC2=CC3=CC4=CC5=CC=CC=C5C=C4C=C3C=C21 SLIUAWYAILUBJU-UHFFFAOYSA-N 0.000 description 1
- GUVXZFRDPCKWEM-UHFFFAOYSA-N pentalene Chemical compound C1=CC2=CC=CC2=C1 GUVXZFRDPCKWEM-UHFFFAOYSA-N 0.000 description 1
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- 125000002080 perylenyl group Chemical group C1(=CC=C2C=CC=C3C4=CC=CC5=CC=CC(C1=C23)=C45)* 0.000 description 1
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- 229950000688 phenothiazine Drugs 0.000 description 1
- GJSGGHOYGKMUPT-UHFFFAOYSA-N phenoxathiine Chemical compound C1=CC=C2OC3=CC=CC=C3SC2=C1 GJSGGHOYGKMUPT-UHFFFAOYSA-N 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-N phosphoric acid Substances OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 1
- LFSXCDWNBUNEEM-UHFFFAOYSA-N phthalazine Chemical compound C1=NN=CC2=CC=CC=C21 LFSXCDWNBUNEEM-UHFFFAOYSA-N 0.000 description 1
- DIJNSQQKNIVDPV-UHFFFAOYSA-N pleiadene Chemical compound C1=C2[CH]C=CC=C2C=C2C=CC=C3[C]2C1=CC=C3 DIJNSQQKNIVDPV-UHFFFAOYSA-N 0.000 description 1
- 229920002401 polyacrylamide Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 239000005373 porous glass Substances 0.000 description 1
- 125000001844 prenyl group Chemical group [H]C([*])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- CPNGPNLZQNNVQM-UHFFFAOYSA-N pteridine Chemical compound N1=CN=CC2=NC=CN=C21 CPNGPNLZQNNVQM-UHFFFAOYSA-N 0.000 description 1
- LNKHTYQPVMAJSF-UHFFFAOYSA-N pyranthrene Chemical compound C1=C2C3=CC=CC=C3C=C(C=C3)C2=C2C3=CC3=C(C=CC=C4)C4=CC4=CC=C1C2=C34 LNKHTYQPVMAJSF-UHFFFAOYSA-N 0.000 description 1
- USPWKWBDZOARPV-UHFFFAOYSA-N pyrazolidine Chemical compound C1CNNC1 USPWKWBDZOARPV-UHFFFAOYSA-N 0.000 description 1
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- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 125000004076 pyridyl group Chemical group 0.000 description 1
- JWVCLYRUEFBMGU-UHFFFAOYSA-N quinazoline Chemical compound N1=CN=CC2=CC=CC=C21 JWVCLYRUEFBMGU-UHFFFAOYSA-N 0.000 description 1
- SBYHFKPVCBCYGV-UHFFFAOYSA-N quinuclidine Chemical compound C1CC2CCN1CC2 SBYHFKPVCBCYGV-UHFFFAOYSA-N 0.000 description 1
- 230000006340 racemization Effects 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 239000002464 receptor antagonist Substances 0.000 description 1
- 229940044551 receptor antagonist Drugs 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- FMKFBRKHHLWKDB-UHFFFAOYSA-N rubicene Chemical compound C12=CC=CC=C2C2=CC=CC3=C2C1=C1C=CC=C2C4=CC=CC=C4C3=C21 FMKFBRKHHLWKDB-UHFFFAOYSA-N 0.000 description 1
- WEMQMWWWCBYPOV-UHFFFAOYSA-N s-indacene Chemical compound C=1C2=CC=CC2=CC2=CC=CC2=1 WEMQMWWWCBYPOV-UHFFFAOYSA-N 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 150000003431 steroids Chemical class 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 235000000346 sugar Nutrition 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- 229920001059 synthetic polymer Polymers 0.000 description 1
- 125000001973 tert-pentyl group Chemical group [H]C([H])([H])C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- IFLREYGFSNHWGE-UHFFFAOYSA-N tetracene Chemical compound C1=CC=CC2=CC3=CC4=CC=CC=C4C=C3C=C21 IFLREYGFSNHWGE-UHFFFAOYSA-N 0.000 description 1
- KTQYWNARBMKMCX-UHFFFAOYSA-N tetraphenylene Chemical group C1=CC=C2C3=CC=CC=C3C3=CC=CC=C3C3=CC=CC=C3C2=C1 KTQYWNARBMKMCX-UHFFFAOYSA-N 0.000 description 1
- GVIJJXMXTUZIOD-UHFFFAOYSA-N thianthrene Chemical compound C1=CC=C2SC3=CC=CC=C3SC2=C1 GVIJJXMXTUZIOD-UHFFFAOYSA-N 0.000 description 1
- 150000003573 thiols Chemical class 0.000 description 1
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- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- PGXOVVAJURGPLL-UHFFFAOYSA-N trinaphthylene Chemical group C1=CC=C2C=C3C4=CC5=CC=CC=C5C=C4C4=CC5=CC=CC=C5C=C4C3=CC2=C1 PGXOVVAJURGPLL-UHFFFAOYSA-N 0.000 description 1
- 125000005580 triphenylene group Chemical group 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
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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
- C12P41/00—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture
-
- 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
- C12P41/00—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture
- C12P41/006—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by reactions involving C-N bonds, e.g. nitriles, amides, hydantoins, carbamates, lactames, transamination reactions, or keto group formation from racemic mixtures
- C12P41/007—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by reactions involving C-N bonds, e.g. nitriles, amides, hydantoins, carbamates, lactames, transamination reactions, or keto group formation from racemic mixtures by reactions involving acyl derivatives of racemic amines
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Zoology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Wood Science & Technology (AREA)
- Biotechnology (AREA)
- Microbiology (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Analytical Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR0111431A FR2829152B1 (fr) | 2001-09-04 | 2001-09-04 | Procede enzymatique pour la resolution enantiomerique d'acides amines |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ZA200401226B true ZA200401226B (en) | 2005-03-10 |
Family
ID=8866950
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ZA200401226A ZA200401226B (en) | 2001-09-04 | 2004-02-16 | Enzymatic method for the enantiomeric resolution of amino acids. |
Country Status (23)
| Country | Link |
|---|---|
| EP (1) | EP1427840B1 (pt) |
| JP (1) | JP4222939B2 (pt) |
| KR (1) | KR100924241B1 (pt) |
| CN (1) | CN1245519C (pt) |
| AR (1) | AR036410A1 (pt) |
| AT (1) | ATE341641T1 (pt) |
| BR (1) | BR0212272A (pt) |
| CA (1) | CA2459246C (pt) |
| CY (1) | CY1105864T1 (pt) |
| DE (1) | DE60215206T2 (pt) |
| DK (1) | DK1427840T3 (pt) |
| EA (1) | EA009322B1 (pt) |
| ES (1) | ES2272779T3 (pt) |
| FR (1) | FR2829152B1 (pt) |
| HU (1) | HU228897B1 (pt) |
| MY (1) | MY127965A (pt) |
| NZ (1) | NZ530855A (pt) |
| PL (1) | PL367737A1 (pt) |
| PT (1) | PT1427840E (pt) |
| TW (1) | TWI252869B (pt) |
| WO (1) | WO2003020943A2 (pt) |
| YU (1) | YU16904A (pt) |
| ZA (1) | ZA200401226B (pt) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP4655539B2 (ja) * | 2004-08-06 | 2011-03-23 | 味の素株式会社 | アシラーゼを用いたβアミノ酸の製造方法 |
| JP5119783B2 (ja) * | 2006-07-26 | 2013-01-16 | 味の素株式会社 | Ｎ−アセチル−（Ｒ，Ｓ）−β−アミノ酸アシラーゼ遺伝子 |
| EP1882740B1 (en) * | 2006-07-26 | 2010-04-14 | Ajinomoto Co., Inc. | N-acetyl-(R,S)-B-amino acid acylase gene |
| CN109456220B (zh) * | 2018-11-16 | 2021-10-08 | 浙江工业大学 | 一种手性n-苯乙酰氨基酸及其衍生物的消旋方法 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2001523969A (ja) * | 1997-05-01 | 2001-11-27 | ジー．ディー．サール アンド カンパニー | キラルベータアミノ酸の製造方法および製造装置 |
-
2001
- 2001-09-04 FR FR0111431A patent/FR2829152B1/fr not_active Expired - Fee Related
-
2002
- 2002-08-30 JP JP2003525644A patent/JP4222939B2/ja not_active Expired - Fee Related
- 2002-08-30 ES ES02774892T patent/ES2272779T3/es not_active Expired - Lifetime
- 2002-08-30 HU HU0401340A patent/HU228897B1/hu not_active IP Right Cessation
- 2002-08-30 YU YU16904A patent/YU16904A/sh unknown
- 2002-08-30 WO PCT/FR2002/002976 patent/WO2003020943A2/fr active IP Right Grant
- 2002-08-30 PL PL02367737A patent/PL367737A1/xx not_active Application Discontinuation
- 2002-08-30 CN CNB028171985A patent/CN1245519C/zh not_active Expired - Fee Related
- 2002-08-30 AT AT02774892T patent/ATE341641T1/de not_active IP Right Cessation
- 2002-08-30 KR KR1020047003277A patent/KR100924241B1/ko not_active IP Right Cessation
- 2002-08-30 EA EA200400395A patent/EA009322B1/ru not_active IP Right Cessation
- 2002-08-30 DE DE60215206T patent/DE60215206T2/de not_active Expired - Lifetime
- 2002-08-30 PT PT02774892T patent/PT1427840E/pt unknown
- 2002-08-30 BR BR0212272-3A patent/BR0212272A/pt not_active Application Discontinuation
- 2002-08-30 EP EP02774892A patent/EP1427840B1/fr not_active Expired - Lifetime
- 2002-08-30 DK DK02774892T patent/DK1427840T3/da active
- 2002-08-30 TW TW091119881A patent/TWI252869B/zh not_active IP Right Cessation
- 2002-08-30 CA CA2459246A patent/CA2459246C/en not_active Expired - Fee Related
- 2002-08-30 NZ NZ530855A patent/NZ530855A/en not_active IP Right Cessation
- 2002-09-02 AR ARP020103313A patent/AR036410A1/es active IP Right Grant
- 2002-09-03 MY MYPI20023296A patent/MY127965A/en unknown
-
2004
- 2004-02-16 ZA ZA200401226A patent/ZA200401226B/en unknown
-
2006
- 2006-12-20 CY CY20061101819T patent/CY1105864T1/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| ATE341641T1 (de) | 2006-10-15 |
| WO2003020943A3 (fr) | 2004-02-12 |
| TWI252869B (en) | 2006-04-11 |
| DK1427840T3 (da) | 2007-02-12 |
| DE60215206D1 (de) | 2006-11-16 |
| AR036410A1 (es) | 2004-09-08 |
| YU16904A (sh) | 2006-08-17 |
| CA2459246C (en) | 2011-08-02 |
| ES2272779T3 (es) | 2007-05-01 |
| BR0212272A (pt) | 2004-10-19 |
| EA200400395A1 (ru) | 2004-08-26 |
| CY1105864T1 (el) | 2011-02-02 |
| JP4222939B2 (ja) | 2009-02-12 |
| CN1551922A (zh) | 2004-12-01 |
| JP2005501561A (ja) | 2005-01-20 |
| HU228897B1 (hu) | 2013-06-28 |
| HUP0401340A3 (en) | 2006-01-30 |
| HUP0401340A2 (hu) | 2004-10-28 |
| CN1245519C (zh) | 2006-03-15 |
| FR2829152B1 (fr) | 2004-09-10 |
| PT1427840E (pt) | 2007-01-31 |
| KR100924241B1 (ko) | 2009-10-30 |
| EA009322B1 (ru) | 2007-12-28 |
| PL367737A1 (en) | 2005-03-07 |
| DE60215206T2 (de) | 2007-08-23 |
| NZ530855A (en) | 2005-11-25 |
| FR2829152A1 (fr) | 2003-03-07 |
| EP1427840A2 (fr) | 2004-06-16 |
| KR20040044542A (ko) | 2004-05-28 |
| MY127965A (en) | 2007-01-31 |
| CA2459246A1 (en) | 2003-03-13 |
| WO2003020943A2 (fr) | 2003-03-13 |
| EP1427840B1 (fr) | 2006-10-04 |
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