Sigma-Aldrich L9504 D-Luciferin synthetic 50 mg
Marka
Stok Kodu
LB.SA.L9504-50MG
| Sigma-Aldrich L9504 D-Luciferin synthetic 50 mg |
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Synonym(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
Empirical Formula (Hill Notation): C11H8N2O3S2
CAS Number: 2591-17-5
Molecular Weight: 280.32
Beilstein: 30484
EC Number: 219-981-3
MDL number: MFCD00042929
PubChem Substance ID: 24896524
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PROPERTIES
biological source synthetic
Quality Level 300
assay ≥98% (HPLC)
form powder
solubility DMSO: 10 mg/mL, clear, colorless to faintly yellow
fluorescence λex 328 nm; λem 532 nm in H2O
storage temp. −20°C
SMILES string 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
InChI key BJGNCJDXODQBOB-SSDOTTSWSA-N
DESCRIPTION
General description
D-Luciferin is a small molecule present abundantly in bioluminescent organisms. This molecule is sensitive to oxygen and light.[1]
Application
D-Luciferin has been used in determining luciferase activity by luciferase assay in mice[2] and Arabidopsis thaliana seeds.[3] It has also been used in measuring bioluminescence in neonatal rat ventricular cardiomyocytes.[4] Substrate for firefly luciferase with a Km of approx 2 μM.
Packaging
1, 5 mg in glass bottle
10, 50, 100 mg in poly bottle
Biochem/physiol Actions
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.[5]
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