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L9504

Sigma-Aldrich

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

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About This Item

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

product name

D-Luciferin, synthetic

origen biológico

synthetic

Análisis

≥98% (HPLC)

formulario

powder

solubilidad

DMSO: 10 mg/mL, clear, colorless to faintly yellow

fluorescencia

λex 328 nm; λem 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

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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.

Aplicación

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Descripción
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sustituido por

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Descripción
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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)

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Chromatograms

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