firefly luciferin
4-thiazolecarboxylic acid, 4,5-dihydro-2-(6-hydroxy-2-benzothiazolyl)-, (S)-
Identification
| Name | firefly luciferin |
| IUPAC | (2Z,4S)-2-(6-oxo-1,3-benzothiazol-2-ylidene)-1,3-thiazolidine-4-carboxylic acid |
| CAS Number | 2591-17-5 |
| EINECS | 219-981-3 |
| FDA UNII | 5TBB02N29K |
| Molecular Formula | C11 H8 N2 O3 S2 |
| Molecular Weight | 280.32636000 |
| MDL Number | MFCD00042929 |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Soluble in | water, 711.9 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | natural substances and extractives |
| Recommendation for firefly luciferin usage levels up to | not for fragrance use. |
| Recommendation for firefly luciferin flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
(2Z,4S)-2-(6-oxo-1,3-
benzothiazol-2-ylidene)-1,3-thiazolidine-4-carboxylic acid
(S)-4,5-
dihydro-2-(6-hydroxybenzothiazol-2-yl) thiazole-4-carboxylic acid
4-
thiazolecarboxylic acid, 4,5-dihydro-2-(6-hydroxy-2-benzothiazolyl)-, (S)-
PubMed:
Time-resolved chemiluminescence of firefly luciferin generated by dissolving oxygen in deoxygenated dimethyl sulfoxide containing potassium tert-butoxide.
PubMed:
Bio-inspired enol-degradation for multipurpose oxygen sensing.
PubMed:
Measurements of vaccinia virus dissemination using whole body imaging: approaches for predicting of lethality in challenge models and testing of vaccines and antiviral treatments.
PubMed:
Rapid detection of pathogens using antibody-coated microbeads with bioluminescence in microfluidic chips.
PubMed:
Imaging gene expression in live transgenic mice after providing luciferin in drinking water.
PubMed:
Estimation of bacterial concentrations in commercial foods by measuring ATP changes during incubation.
PubMed:
Theoretical study of the amazing firefly bioluminescence: the formation and structures of the light emitters.
PubMed:
[Use of the bioluminescent method for the determination of bacterial adenosinetriphosphate (ATP-metry) in microbiology].
PubMed:
A convenient one-step extraction of cellular ATP using boiling water for the luciferin-luciferase assay of ATP.
PubMed:
Applications of biochemiluminescence to HACCP.
PubMed:
Caged ATP - an internal calibration method for ATP bioluminescence assays.
PubMed:
Bioluminescence assay for estimating the hydrophobic properties of bacteria as revealed by hydrophobic interaction chromatography.
PubMed:
Clinical and biochemical applications of luciferases and luciferins.