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firefly luciferin
4-thiazolecarboxylic acid, 4,5-dihydro-2-(6-hydroxy-2-benzothiazolyl)-, (S)-

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Name:(2Z,4S)-2-(6-oxo-1,3-benzothiazol-2-ylidene)-1,3-thiazolidine-4-carboxylic acid
CAS Number: 2591-17-5Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:219-981-3
FDA UNII: 5TBB02N29K
MDL:MFCD00042929
XlogP3-AA:0.90 (est)
Molecular Weight:280.32636000
Formula:C11 H8 N2 O3 S2
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Soluble in:
 water, 711.9 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
D-Luciferin 98%
Odor: characteristic
Use: D-Luciferin is a popular bioluminescent substrate of luciferase in the presence of ATP, used in luciferase-based bioluminescence imaging and cell-based high-throughput screening applications.
Glentham Life Sciences
D-Luciferin
Santa Cruz Biotechnology
For experimental / research use only.
D-Luciferin
Sigma-Aldrich: Sigma
For experimental / research use only.
D-Luciferin synthetic
sds
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
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.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :5459882
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
(2Z,4S)-2-(6-oxo-1,3-benzothiazol-2-ylidene)-1,3-thiazolidine-4-carboxylic acid
Chemidplus:0002591175
 
References:
 (2Z,4S)-2-(6-oxo-1,3-benzothiazol-2-ylidene)-1,3-thiazolidine-4-carboxylic acid
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):5459882
Pubchem (cas):2591-17-5
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
KEGG (GenomeNet):C02740
HMDB (The Human Metabolome Database):Search
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 found in nature
 
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)-
 

Articles:

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.
 
Notes:
None found
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