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(S)-4,5-Dihydro-2-(6-hydroxybenzothiazol-2-yl)thiazol-4-carbonsure

D-Luciferin Struktur
2591-17-5
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

(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
L?slichkeit
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 Wellenl?nge (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
Sicherheit
  • Risiko- und Sicherheitserkl?rung
  • Gefahreninformationscode (GHS)
Kennzeichnung gef?hrlicher Xi
R-S?tze: 36/37/38
S-S?tze: 26-36/37/39-24/25
WGK Germany  3
8-10
HS Code  29342000
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H315 Verursacht Hautreizungen. Hautreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P302+P352, P321,P332+P313, P362
H319 Verursacht schwere Augenreizung. Schwere Augenreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P305+P351+P338,P337+P313P
H335 Kann die Atemwege reizen. Spezifische Zielorgan-Toxizit?t (einmalige Exposition) Kategorie 3 (Atemwegsreizung) Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" />
Sicherheit
P261 Einatmen von Staub vermeiden.
P271 Nur im Freien oder in gut belüfteten R?umen verwenden.
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.

(S)-4,5-Dihydro-2-(6-hydroxybenzothiazol-2-yl)thiazol-4-carbonsure Chemische Eigenschaften,Einsatz,Produktion Methoden

R-S?tze Betriebsanweisung:

R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.

S-S?tze 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.

l?uterung 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 H?ndler.

Global( 350)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
Wuhan Mayue Longteng Technology Development Co., Ltd.
+undefined15171477138
helen.yan@lantu-tech.com China 300 58
Hebei Mojin Biotechnology Co., Ltd
+86 13288715578 +8613288715578
sales@hbmojin.com China 12835 58
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795
ivan@atkchemical.com China 32957 60
career henan chemical co
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sales@coreychem.com China 29880 58
Biochempartner
0086-13720134139
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+1-858-6993322
info@accelachem.com United States 17777 58
Chongqing Chemdad Co., Ltd
+86-023-6139-8061 +86-86-13650506873
sales@chemdad.com China 39894 58
Alchem Pharmtech,Inc.
8485655694
sales@alchempharmtech.com United States 63687 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427
sales@conier.com China 49374 58
SHANGHAI T&W PHARMACEUTICAL CO., LTD.
+86-021-61551413 +8618813727289
contact@trustwe.com China 5738 58

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
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