ATE1287T1 - Verfahren zur herstellung von luciferin und seinen derivaten. - Google Patents
Verfahren zur herstellung von luciferin und seinen derivaten.Info
- Publication number
- ATE1287T1 ATE1287T1 AT80104081T AT80104081T ATE1287T1 AT E1287 T1 ATE1287 T1 AT E1287T1 AT 80104081 T AT80104081 T AT 80104081T AT 80104081 T AT80104081 T AT 80104081T AT E1287 T1 ATE1287 T1 AT E1287T1
- Authority
- AT
- Austria
- Prior art keywords
- luciferin
- preparation
- demethylation
- reaction
- hydroxyl group
- Prior art date
Links
- IGXWBGJHJZYPQS-SSDOTTSWSA-N D-Luciferin Chemical compound OC(=O)[C@H]1CSC(C=2SC3=CC=C(O)C=C3N=2)=N1 IGXWBGJHJZYPQS-SSDOTTSWSA-N 0.000 title abstract 2
- CYCGRDQQIOGCKX-UHFFFAOYSA-N Dehydro-luciferin Natural products OC(=O)C1=CSC(C=2SC3=CC(O)=CC=C3N=2)=N1 CYCGRDQQIOGCKX-UHFFFAOYSA-N 0.000 title abstract 2
- BJGNCJDXODQBOB-UHFFFAOYSA-N Fivefly Luciferin Natural products OC(=O)C1CSC(C=2SC3=CC(O)=CC=C3N=2)=N1 BJGNCJDXODQBOB-UHFFFAOYSA-N 0.000 title abstract 2
- DDWFXDSYGUXRAY-UHFFFAOYSA-N Luciferin Natural products CCc1c(C)c(CC2NC(=O)C(=C2C=C)C)[nH]c1Cc3[nH]c4C(=C5/NC(CC(=O)O)C(C)C5CC(=O)O)CC(=O)c4c3C DDWFXDSYGUXRAY-UHFFFAOYSA-N 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 2
- 230000017858 demethylation Effects 0.000 abstract 2
- 238000010520 demethylation reaction Methods 0.000 abstract 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 2
- CSRZQMIRAZTJOY-UHFFFAOYSA-N trimethylsilyl iodide Chemical compound C[Si](C)(C)I CSRZQMIRAZTJOY-UHFFFAOYSA-N 0.000 abstract 2
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 abstract 1
- XUJNEKJLAYXESH-UWTATZPHSA-N D-Cysteine Chemical compound SC[C@@H](N)C(O)=O XUJNEKJLAYXESH-UWTATZPHSA-N 0.000 abstract 1
- 229930195710 D‐cysteine Natural products 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 229910052740 iodine Inorganic materials 0.000 abstract 1
- 239000011630 iodine Substances 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 125000001181 organosilyl group Chemical group [SiH3]* 0.000 abstract 1
- KXFSUVJPEQYUGN-UHFFFAOYSA-N trimethyl(phenyl)silane Chemical compound C[Si](C)(C)C1=CC=CC=C1 KXFSUVJPEQYUGN-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/60—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
- C07D277/62—Benzothiazoles
- C07D277/68—Benzothiazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached in position 2
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/60—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
- C07D277/62—Benzothiazoles
- C07D277/64—Benzothiazoles with only hydrocarbon or substituted hydrocarbon radicals attached in position 2
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Thiazole And Isothizaole Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19792929115 DE2929115A1 (de) | 1979-07-18 | 1979-07-18 | Verfahren zur herstellung von luciferin |
| EP80104081A EP0024525B1 (de) | 1979-07-18 | 1980-07-14 | Verfahren zur Herstellung von Luciferin und seinen Derivaten |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ATE1287T1 true ATE1287T1 (de) | 1982-07-15 |
Family
ID=6076080
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT80104081T ATE1287T1 (de) | 1979-07-18 | 1980-07-14 | Verfahren zur herstellung von luciferin und seinen derivaten. |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US4826989A (en, 2012) |
| EP (1) | EP0024525B1 (en, 2012) |
| JP (1) | JPS5616480A (en, 2012) |
| AT (1) | ATE1287T1 (en, 2012) |
| DE (2) | DE2929115A1 (en, 2012) |
| IL (1) | IL60362A (en, 2012) |
| SU (1) | SU1055332A3 (en, 2012) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3537877A1 (de) * | 1985-10-24 | 1987-04-30 | Geiger Reinhard | Luciferin-derivate und immunoassays unter einsatz derartiger luciferin-derivate |
| DE3700908A1 (de) * | 1987-01-14 | 1988-07-28 | Geiger Reinhard | Aminoluciferine, verfahren zu deren herstellung und deren verwendung bei der bestimmung von enzymaktivitaeten |
| WO1990000618A1 (en) * | 1988-07-08 | 1990-01-25 | Jbl Scientific, Inc. | Preparation and use of fluorescent benzothiazole derivatives |
| DE3916729A1 (de) * | 1989-05-23 | 1990-12-06 | Behringwerke Ag | Fluorogene verbindungen und ihre verwendung |
| US5412625A (en) * | 1990-02-05 | 1995-05-02 | Duchek; Donna | Structural graphic display |
| WO2004027378A2 (en) * | 2002-09-20 | 2004-04-01 | Promega Corporation | Luminescence-based methods and probes for measuring cytochrome p450 activity |
| EP2272972A1 (en) | 2005-05-31 | 2011-01-12 | Promega Corporation | Luminogenic and fluorogenic compounds and methods to detect molecules or conditions |
| RU2284999C1 (ru) * | 2005-07-06 | 2006-10-10 | Федеральное государственное унитарное предприятие "Государственный научный центр "Научно-исследовательский институт органических полупродуктов и красителей" (ФГУП "ГНЦ "НИОПИК") | Способ получения 2-циан-6-метоксибензтиазола |
| JP5597200B2 (ja) * | 2008-08-18 | 2014-10-01 | プロメガ コーポレイション | ルミネッセンスを生じる化合物およびチトクロムｐ４５０３ａ酵素を検出するための方法 |
| US20110201781A1 (en) * | 2008-09-16 | 2011-08-18 | Jianghong Rao | Cysteine labeling system and method of use thereof |
| EP3099683B1 (en) | 2014-01-29 | 2020-08-05 | Promega Corporation | Quinone-masked probes as labeling reagents for cell uptake measurements |
| CN109456281A (zh) * | 2018-12-26 | 2019-03-12 | 安徽工大化工科技有限公司 | 一种2-氯-6-甲氧基苯并噻唑的制备方法 |
| WO2021061057A2 (en) * | 2019-09-26 | 2021-04-01 | Vidyasirimedhi Institute Of Science And Technology | Luciferin derivatives and a method for synthesis thereof |
| EP4310074A4 (en) * | 2021-03-19 | 2025-03-26 | Kanto Denka Kogyo Co., Ltd. | D-luciferin, d-luciferin derivative, precursor of these compounds and method for producing these compounds |
-
1979
- 1979-07-18 DE DE19792929115 patent/DE2929115A1/de not_active Withdrawn
-
1980
- 1980-06-19 IL IL60362A patent/IL60362A/xx unknown
- 1980-06-20 SU SU802937845A patent/SU1055332A3/ru active
- 1980-07-14 DE DE8080104081T patent/DE3060623D1/de not_active Expired
- 1980-07-14 AT AT80104081T patent/ATE1287T1/de active
- 1980-07-14 EP EP80104081A patent/EP0024525B1/de not_active Expired
- 1980-07-16 JP JP9629280A patent/JPS5616480A/ja active Granted
-
1987
- 1987-09-10 US US07/095,122 patent/US4826989A/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| DE2929115A1 (de) | 1981-02-12 |
| IL60362A0 (en) | 1980-09-16 |
| IL60362A (en) | 1985-02-28 |
| US4826989A (en) | 1989-05-02 |
| EP0024525B1 (de) | 1982-06-30 |
| JPH0150704B2 (en, 2012) | 1989-10-31 |
| EP0024525A1 (de) | 1981-03-11 |
| DE3060623D1 (en) | 1982-08-19 |
| JPS5616480A (en) | 1981-02-17 |
| SU1055332A3 (ru) | 1983-11-15 |
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