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D-Luciferin sodium salt

SIGMA/L6882 - lyophilized powder, synthetic

Synonym: (S)-2-(6-Hydroxy-2-benzothiazolyl)-2-thiazoline-4-carboxylic acid sodium salt; 4,5-Dihydro-2-(6-hydroxy-2-benzothiazolyl)-4-thiazolecarboxylic acid sodium salt; Firefly luciferin sodium salt

CAS Number: 103404-75-7
Empirical Formula (Hill Notation): C11H7N2NaO3S2
Molecular Weight: 302.30
MDL Number: MFCD00044938
Linear Formula: C11H7N2NaO3S2
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-L6882-.2MG 0.2 mg
 $52.00
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45-L6882-2MG 2 mg
 $100.00
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45-L6882-5MG 5 mg
 $222.00
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45-L6882-10MG 10 mg
 $359.00
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45-L6882-50MG 50 mg
 $1390.00
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45-L6882-100MG 100 mg
 $2550.00
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ATP is hydrolyzed and light is emitted when firefly luciferase catalyzes the oxidation of D-luciferin. Reaction (1) is reversible and the equilibrium lies far to the right. Reaction (2) is essentially irreversible. When ATP is the limiting reagent, the light emitted is proportional to the ATP present.

 

assay ≥98% (HPLC)
biological source synthetic
fluorescence λex 328 nm; λem 532 nm in H2O
form lyophilized powder
InChI 1S/C11H8N2O3S2.Na/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);/q;+1/p-1/t7-;/m1./s1
InChI key LILQLBIQROYWIA-OGFXRTJISA-M
Quality Level 200 
SMILES string [Na+].Oc1ccc2nc(sc2c1)C3=N[C@H](CS3)C([O-])=O
solubility H2O: soluble
storage temp. −20°C
Application: D-Luciferin sodium salt has been used as a substrate in luciferin−luciferase chemiluminescence assay to determine ATP levels.
Application: Substrate for firefly luciferase with a Km of approx 2 μM.
General description: D-Luciferin is mainly produced in bioluminescent organisms. It can simply circulate across the blood testis barrier, blood brain barrier and the blood placenta barrier. This small molecule is sensitive to light and oxygen. D-Luciferin is also sensitive to moisture in its powder form.
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥98% (HPLC)
Storage Temp. −20°C
UNSPSC 12352204

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