D-Luciferin , 10mMinDMSO , 2591-17-5

Synonym(s):
(S)-2-(6-Hydroxy-2-benzothiazolyl)-2-thiazoline-4-carboxylic acid;D-Luciferin;4,5-Dihydro-2-(6-hydroxy-2-benzothiazolyl)-4-thiazolecarboxylic acid;Firefly Luciferin

CAS NO.：2591-17-5

Empirical Formula: C11H8N2O3S2

Molecular Weight: 280.32

MDL number: MFCD00042929

EINECS: 219-981-3

PRODUCT Properties

• Melting point: 200-204 °C
• alpha: D22 -36° (c = 1.2 in DMF)
• Boiling point: 587.6±60.0 °C(Predicted)
• Density: 1.4916 (rough estimate)
• refractive index: 1.5650 (estimate)
• storage temp.: -20°C
• solubility: 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)
• form: Powder
• color: Off-white to light yellow
• 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

Description and Uses

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.

D-Luciferin has been used in the preparation of the reaction mixture for nitric oxide determination by minescence measurement. It has also been used in the preparation of D-luciferin stock solution for luciferin assays.

Safety

• Symbol(GHS): GHS07
• Signal word: Warning
• Hazard statements: H315-H319-H335
• Precautionary statements: P261-P271-P280
• Hazard Codes: Xi
• Risk Statements: 36/37/38
• Safety Statements: 26-36/37/39-24/25
• WGK Germany: 3
• F: 8-10
• HS Code: 29342000