L9504

D-Luciferin

luminescent, ≥98% (HPLC), powder

• Sinónimos: (S)-2-(6-Hydroxy-2-benzothiazolyl)-2-thiazoline-4-carboxylic acid, 4,5-Dihydro-2-(6-hydroxy-2-benzothiazolyl)-4-thiazolecarboxylic acid, Firefly Luciferin
• Fórmula empírica (notación de Hill): C₁₁H₈N₂O₃S₂
• Número de CAS: 2591-17-5
• Peso molecular: 280.32
• Beilstein: 30484
• Número CE: 219-981-3
• Número MDL: MFCD00042929
• Código UNSPSC: 12352204
• ID de la sustancia en PubChem: 24896524
• NACRES: NA.32

Propiedades

• Nombre del producto: D-Luciferin, synthetic
• origen biológico: synthetic
• Nivel de calidad: 300
• Ensayo: ≥98% (HPLC)
• Formulario: powder
• solubilidad: DMSO: 10 mg/mL, clear, colorless to faintly yellow
• fluorescencia: λ_ex 328 nm; λ_em 532 nm in H₂O
• temp. de almacenamiento: −20°C
• cadena SMILES: OC(=O)[C@H]1CSC(=N1)c2nc3ccc(O)cc3s2
• 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
• Clave InChI: BJGNCJDXODQBOB-SSDOTTSWSA-N

Descripción

Descripción general

D-Luciferin is a small molecule present abundantly in bioluminescent organisms. This molecule is sensitive to oxygen and light.

Aplicación

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.

Substrate for firefly luciferase with a Km of approx 2 μM.

Acciones bioquímicas o fisiológicas

D-Luciferin uptake within the cells is regulated by the adenosine triphosphate (ATP)-binding cassette (ABC) transporter inhibitors like ATP-binding cassette transporter G2 (ABCG2)/ breast cancer resistance protein (BCRP) inhibitor fumitremorgin C. This substrate is oxidized by firefly luciferase that results in emitting a photon, which has the capability of passing through living tissues.

Información de seguridad

• Código de clase de almacenamiento: 11 - Combustible Solids
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable
• Equipo de protección personal: Eyeshields, Gloves, type N95 (US)