L6152
D-Luciferin
BioXtra, ≥99% (HPLC), powder
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
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About This Item
Empirical Formula (Hill Notation):
C11H8N2O3S2
CAS Number:
Molecular Weight:
280.32
NACRES:
NA.32
PubChem Substance ID:
UNSPSC Code:
12352204
EC Number:
219-981-3
MDL number:
Beilstein/REAXYS Number:
30484
Product Name
D-Luciferin, synthetic, BioXtra, ≥99% (HPLC)
biological source
synthetic
Quality Level
product line
BioXtra
assay
≥99% (HPLC)
form
powder
solubility
DMSO: 10 mg/mL, clear, colorless to faintly yellow
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
General description
D-Luciferin is mainly produced in bioluminescent organisms. It has the ability to simply circulate across the blood testis barrier, blood brain barrier and the blood placenta barrier. This small molecule is sensitive to light and oxygen. It is also sensitive to moisture in its powder form.
Application
Substrate for firefly luciferase with a Km of approx 2 μM.
D-Luciferin has been used in the preparation of the reaction mixture for nitric oxide determination by minescence measurement. It has also been used in the preparation of D-luciferin stock solution for luciferin assays.
Other Notes
Highly purified grade with reduced levels of inhibitor relative to L 9504
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Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Multiplexed reporter gene assays: monitoring the cell viability and the compound kinetics on luciferase activity
Didiot M C, et al.
Journal of Biomolecular Screening, 16(7), 786-793 (2011)
Detection of nitric oxide production in cell cultures by luciferin-luciferase chemiluminescence
Woldman Y Y, et al.
Biochemical and biophysical research communications, 465(2), 232-238 (2015)
Matthias N van Oosterom et al.
EJNMMI research, 4, 56-56 (2014-11-12)
In vivo bioluminescence, fluorescence, and single-photon emission computed tomography (SPECT) imaging provide complementary information about biological processes. However, to date these signatures are evaluated separately on individual preclinical systems. In this paper, we introduce a fully integrated bioluminescence-fluorescence-SPECT platform. Next