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L9504

Sigma-Aldrich

D-Luciferin

luminescent, ≥98% (HPLC), powder

Synonyme(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

Formule empirique (notation de Hill):
C11H8N2O3S2
Numéro CAS:
2591-17-5
Poids moléculaire :
280.32
Numéro Beilstein :
30484
Numéro CE :
219-981-3
Numéro MDL:
MFCD00042929
Code UNSPSC :
12352204
ID de substance PubChem :
24896524
Nomenclature NACRES :
NA.32

product name

D-Luciferin, synthetic

Source biologique

synthetic

Niveau de qualité

300

Pureté

≥98% (HPLC)

Forme

powder

Solubilité

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

Fluorescence

λex 328 nm; λem 532 nm in H2O

Température de stockage

−20°C

Chaîne 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

Clé InChI

BJGNCJDXODQBOB-SSDOTTSWSA-N

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Description générale

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

Application

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.

Actions biochimiques/physiologiques

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.

Application

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Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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