(S)-4,5-Dihydro-2-(6-hydroxybenzothiazol-2-yl)thiazol-4-carbonsure
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- CAS-Nr.
- 2591-17-5
- Bezeichnung:
- (S)-4,5-Dihydro-2-(6-hydroxybenzothiazol-2-yl)thiazol-4-carbonsure
- Englisch Name:
- D-Luciferin
- Synonyma:
- uciferin;LUCIFERIN;D-LUCIFERIN;D-Leciferin;LUCIFERIN, D-;D(-)-LUCIFERIN;AURORA KA-6717;BEETLE LUCIFERIN;FIREFLY LUCIFERIN;Photinus luciferin
- CBNumber:
- CB8283216
- Summenformel:
- C11H8N2O3S2
- Molgewicht:
- 280.32
- MOL-Datei:
- 2591-17-5.mol
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(S)-4,5-Dihydro-2-(6-hydroxybenzothiazol-2-yl)thiazol-4-carbonsure Eigenschaften
- Schmelzpunkt:
- 200-204 °C
- alpha
- D22 -36° (c = 1.2 in DMF)
- Siedepunkt:
- 587.6±60.0 °C(Predicted)
- Dichte
- 1.4916 (rough estimate)
- Brechungsindex
- 1.5650 (estimate)
- storage temp.
- -20°C
- Löslichkeit
- DMF:30.0(Max Conc. mg/mL);107.02(Max Conc. mM)
DMSO:35.33(Max Conc. mg/mL);126.05(Max Conc. mM)
- pka
- 8.31±0.40(Predicted)
- Aggregatzustand
- Powder
- Farbe
- Off-white to light yellow
- maximale Wellenlänge (λmax)
- 360nm(H2O)(lit.)
- Merck
- 14,4086
- BRN
- 30484
- InChI
- InChI=1S/C11H8N2O3S2/c14-5-1-2-6-8(3-5)18-10(12-6)9-13-7(4-17-9)11(15)16/h1-3,7,14H,4H2,(H,15,16)/t7-/m1/s1
- InChIKey
- BJGNCJDXODQBOB-SSDOTTSWSA-N
- SMILES
- S1C[C@H](C(O)=O)N=C1C1=NC2=CC=C(O)C=C2S1
(S)-4,5-Dihydro-2-(6-hydroxybenzothiazol-2-yl)thiazol-4-carbonsure Chemische Eigenschaften,Einsatz,Produktion Methoden
R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
Beschreibung
D-Luciferin is a popular bioluminescent substrate of luciferase in the presence of ATP, used in luciferase-based bioluminescence imaging and cell-based high-throughput screening applications. In an immunocompetent mouse model of ovarian cancer, the use of D-luciferin substrate and firefly luciferase preserves tumour-host immune interactions since bioluminescent imaging is a more sensitive indication of tumour growth than weight gain.
Chemische Eigenschaften
off-white to light yellow powder
Verwenden
D-Luciferin has been used in determining luciferase activity by luciferase assay in mice and
Arabidopsis thaliana seeds. It has also been used in measuring bioluminescence in neonatal rat ventricular cardiomyocytes.
Definition
ChEBI: A 1,3-thiazolemonocarboxylic acid consisting of 3,5-dihydrothiophene-4-carboxylic acid having a 6-hydroxybenzothiazol-2-yl group at the 2-position.
Allgemeine Beschreibung
D-Luciferin is a small molecule present abundantly in bioluminescent organisms. This molecule is sensitive to oxygen and light.
läuterung methode
D-Luciferin crystallises as pale yellow needles from H2O, or MeOH (83mg/7mL). It has UV max at 263 and 327nm (log 3.88 and 4.27) in 95% EtOH. The Na salt has a solubility of 4mg in 1 mL of 0.05M glycine. [White et al. J Am Chem Soc 83 2402 1961, 85 337 1963, UV and IR: Bitler & McElroy Arch Biochem 72 358 1957, Review: Cormier et al. Fortschr Chem Org Naturst 30 1 1973, Beilstein 27 III/IV 8934.]
(S)-4,5-Dihydro-2-(6-hydroxybenzothiazol-2-yl)thiazol-4-carbonsure Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
(S)-4,5-Dihydro-2-(6-hydroxybenzothiazol-2-yl)thiazol-4-carbonsure Anbieter Lieferant Produzent Hersteller Vertrieb Händler.
Global( 325)Lieferanten
2591-17-5((S)-4,5-Dihydro-2-(6-hydroxybenzothiazol-2-yl)thiazol-4-carbonsure)Verwandte Suche:
- 4,5-DIHYDRO-2-(6-HYDROXY-2-BENZOTHIAZOLYL)-4-THIAZOLECARBOXY
- 4,5-DIHYDRO-2-[6-HYDROXY-2-BENZOTHIAZOLYL]-4-THIAZOLE-CARBOXYLIC ACID
- 4,5-DIHYDRO-(6-HYDROXY-2-BENZOTHIAZOYL)-4-THIAZOLE CARBOXYLIC ACID
- LUCIFERIN, D-
- LUCIFERIN
- D(-)-2-(6'-HYDROXY-BENZOTHIAZOLYL)-DELTA2-THIAZOLINE-4-CARBOXYLIC ACID
- D(-)-LUCIFERIN
- D-LUCIFERIN
- D-LUCIFERIN FIREFLY
- D-Luciferin≥ 99% (HPLC)
- Photinus luciferin
- (S)-4,5-Dihydro-2-(6-hydroxy-2-benzothiazolyl)-4
thiazolecarboxylic acid
- (4S)-2-(6-Hydroxy-1,3-benzothiazol-2-yl)-4,5-dihydrothiazole-4-carboxylic acid
- FIREFLY LUCIFERIN
- BEETLE LUCIFERIN
- AURORA KA-6717
- (S)-2-[6-HYDROXY-2-BENZOTHIAZOLYL]-2-THIAZOLENE-4
- (S)-2-(6-HYDROXY-2-BENZOTHIAZOLYL)-2-THIAZOLINE-4-CARBOXYLIC ACID
- (S)-4,5-dihydro-2-(6-hydroxybenzothiazol-2-yl)thiazole-4-carboxylic acid
- D-Luciferin free acid, 99%
- D-LUCIFERIN SYNTHETIC
- D-LUCIFERIN SIGMAULTRA
- D -LUCIFERIN SYNTHETIC CRYSTALLINE
- Beetle luciferin
Firefly luciferin
- D-LUCIFERIN,FREEACID,ULTRAPURE
- D-Leciferin
- (4S)-2-(6-hydroxy-1,3-benzothiazol-2-yl)-4,5-dihydro-1,3-thiazole-4-carboxylic acid
- D-(-)-Luciferin
- (D)-4,5-Dihydro-2-(6-hydroxy-2-benzothiazolyl)-4-thiazolecarboxylic acid, Firefly (synthetic), 99%
- D-LUCIFERINFREEACID,99%
- D-Luciferin, Free acid >99.5%
- 2-(6-Hydroxy-benzothiazol-2-yl)-thiazole-4-carboxylic acid D-Luciferin
- Firefly Luciferin, (S)-2-(6-Hydroxy-2-benzothiazolyl)-2-thiazoline-4-carboxylic acid, 4,5-Dihydro-2-(6-hydroxy-2-benzothiazolyl)-4-thiazolecarboxylic acid
- (4S)-2-(6-Hydroxy-2-benzothiazolyl)-2-thiazoline-4β-carboxylic acid
- (4S)-2-(6-Hydroxybenzothiazole-2-yl)-2-thiazoline-4-carboxylic acid
- D-(-)-Luciferin [Chemiluminescence Reagent]
- (4S)-4,5-Dihydro-(6-hydroxy-2-benzothiazoyl)-4-thiazolecarboxylic acid
- (S)-2-(6-hydroxybenzo[d]thiazol-2-yl)-4,5-dihydrothiazole-4-carboxylic acid
- D-Luciferin, free acid *CAS#: 2591-17-5*
- Luciferin, D- - Firefly Luciferin
- 2-(6-oxo-1,3-benzothiazol-2-ylidene)-4-thiazolidinecarboxylic acid
- D-(-)-Luciferin [Chemiluminescence Reagent]>
- uciferin
- 4-Thiazolecarboxylic acid, 4,5-dihydro-2-(6-hydroxy-2-benzothiazolyl)-, (4S)-
- D-luciferin (Firefly luciferin)
- D-Luciferin ex. Firefly, 99%
- 7-Dihydroxyflavone
- D-Luciferin Firefly, Free Acid
- 2591-17-5
- 2951-17-5
- C11H7FN2O3S2
- Biochemicals and Reagents
- Analytical Enzymes
- BioChemical
- Enzymes, Inhibitors, and Substrates
- Detection
- Fluorescent Probes, Labels, Particles and Stains
- Luciferase
