| Stereochemistry | ABSOLUTE |
| Molecular Formula | C11H8N2O3S2 |
| Molecular Weight | 280.323 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 1 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
OC(=O)[C@H]1CSC(=N1)C2=NC3=C(S2)C=C(O)C=C3
InChI
InChIKey=BJGNCJDXODQBOB-SSDOTTSWSA-N
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
| Molecular Formula | C11H8N2O3S2 |
| Molecular Weight | 280.323 |
| Charge | 0 |
| Count |
MOL RATIO
1 MOL RATIO (average) |
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 1 / 1 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Firefly luciferin (D-luciferin) is the luciferin, or light-emitting compound, found in many firefly (Lampyridae) species. D-luciferin is the substrate for firefly luciferase (Photinus pyralis). Luciferase catalyzes the oxidation of Firefly luciferin to oxyluciferin in the presence of ATP and magnesium, resulting in bioluminescence. This bioluminescent reaction is the most efficient known in nature, with about 90% of the energy released being converted to light. The luciferin/luciferase system is used as a very sensitive reporter assay for gene expression. It can also be used for ATP assays in research applications or to detect bacterial contamination. A luciferase-based ATP-TCA (ATP-tumour chemosensitivity test) to measure ATP levels was designed in the 1990s. This method permits the effects of different medicines and their combinations to be assessed in tumour biopsy specimens and has been used for chemotherapy drug selection for the treatment of ovarian cancer, cervical cancer, and breast cancer as well as melanoma and hepatoma.
CNS Activity
Originator
Approval Year
PubMed
Patents
Sample Use Guides
NIH 3T3 cells (10^4/well) were plated in a 96-well plate and were used the following day. Cells, when appropriate, were treated with RB in serum-free media for 3 h. Control groups were treated in an identical fashion without rose bengal (RB). A D-luciferin and RB-lycopene control group was included as well as a non-PDT-RB group. After this time, cells were washed once in serum containing medium and then were incubated for 24 h in the same medium in the presence or absence of 500 mkM D-luciferin. The fluorescence of luciferin was excited using the 351-nm laser line. MTT assays were performed to determine the cell survival rate. Each well was incubated with medium containing MTT (1 mg/ml) for 3 h. The medium was then removed and 100 mkl of DMSO (Sigma) were added per well. After 20 min at room temperature with agitation, samples were read in a microplate reader (Titertek Multiskan MCC), using a 540-nm filter.