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L9504

Sigma-Aldrich

D-Luciferin

luminescent, ≥98% (HPLC), powder

Sinônimo(s):

(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 (Notação de Hill):
C11H8N2O3S2
Número CAS:
2591-17-5
Peso molecular:
280.32
Beilstein:
30484
Número CE:
219-981-3
Número MDL:
MFCD00042929
Código UNSPSC:
12352204
ID de substância PubChem:
24896524
NACRES:
NA.32

Nome do produto

D-Luciferin, synthetic

fonte biológica

synthetic

Nível de qualidade

300

Ensaio

≥98% (HPLC)

Formulário

powder

solubilidade

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

fluorescência

λex 328 nm; λem 532 nm in H2O

temperatura de armazenamento

−20°C

cadeia de caracteres 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

chave InChI

BJGNCJDXODQBOB-SSDOTTSWSA-N

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Descrição geral

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

Aplicação

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.

Ações bioquímicas/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.

Aplicação

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substituído por

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Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)

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Certificados de análise (COA)

Lot/Batch Number
SLCD6367
SLBS2450V
SLBN3353V
SLBG0886V
030M5001V

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Chromatograms

application for HPLCapplication for HPLC

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