CAS Number2591-17-5
SynonymsD-Leciferin; nbsp; D-LUCIFERIN FIREFLY; BEETLE LUCIFERIN; (S)-4,5-Dihydro-2-(6-hydroxy-1,3-benzothiazol-2-yl)thiazole-4-carboxylic acid; D-Luciferin; (4S)-2-(6-Hydroxy-1,3-benzothiazol-2-yl)-4,5-dihydro-1,3-thiazole-4-carboxylic acid; D-(-)-Luciferin; LUCIFERIN; EINECS 219-981-3; (S)-2-(6-Hydroxy-2-benzothiazolyl)-2-thiazoline-4-carboxylic Acid; firefly liciferin; Firefly luciferin; MFCD00042929; (S)-4,5-Dihydro-2-(6-hydroxy-2-benzothiazolyl)-4-thiazolecarboxylicacid; (S)-2-(6-Hydroxybenzo[d]thiazol-2-yl)-4,5-dihydrothiazole-4-carboxylic acid; AURORA KA-6717; firefly luciferin IV; (S)-luciferin; LUCIFERIN,D
Molecular FormulaC11H8N2O3S2
Molecular Weight280.32
Purity98.00%
Density1.8±0.1 g/cm3
Boiling Point587.6±60.0 °C at 760 mmHg
Melting Point200-204ºC
AppearanceOff-white to light yellow powder
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 2591-17-5 |
| Catalog No. | 2A-9028786 |
| Chinese Name | D-(-)-荧光素 |
| Synonyms | D-Leciferin; nbsp; D-LUCIFERIN FIREFLY; BEETLE LUCIFERIN; (S)-4,5-Dihydro-2-(6-hydroxy-1,3-benzothiazol-2-yl)thiazole-4-carboxylic acid; D-Luciferin; (4S)-2-(6-Hydroxy-1,3-benzothiazol-2-yl)-4,5-dihydro-1,3-thiazole-4-carboxylic acid; D-(-)-Luciferin; LUCIFERIN; EINECS 219-981-3; (S)-2-(6-Hydroxy-2-benzothiazolyl)-2-thiazoline-4-carboxylic Acid; firefly liciferin; Firefly luciferin; MFCD00042929; (S)-4,5-Dihydro-2-(6-hydroxy-2-benzothiazolyl)-4-thiazolecarboxylicacid; (S)-2-(6-Hydroxybenzo[d]thiazol-2-yl)-4,5-dihydrothiazole-4-carboxylic acid; AURORA KA-6717; firefly luciferin IV; (S)-luciferin; LUCIFERIN,D |
| Molecular Formula | C11H8N2O3S2 |
| Molecular Weight | 280.32 |
| Purity | 98.00 |
| Density | 1.8±0.1 g/cm3 |
| Boiling Point | 587.6±60.0 °C at 760 mmHg |
| Melting Point | 200-204ºC |
| Appearance | Off-white to light yellow powder |
| Storage Condition | Sealed in a cool, dry environment at -20ºC. |
| Application | D-luciferin is a natural substrate of luciferase, which can catalyze bioluminescent insects to produce typical yellow-green light. |
| HTC | 2934999090 |
| PubChem ID | 24896428 |
| SMILES | O=C(O)C1CSC(c2nc3ccc(O)cc3s2)=N1 |
| InChI | InChI=1S/C11H8N2O3S2/c14-5-1-2-6-8(3-5)18-10(12-6)9-13-7(4-17-9)11(15)16/h1-3,7,13H,4H2,(H,15,16)/b10-9-/t7-/m1/s1 |
| InChI Key | BJGNCJDXODQBOB-SSDOTTSWSA-N |
| Hazard Symbols | transportation |
| Bioactivity | D-luciferin is the natural substrate of luciferases that catalyze the production of light in bioluminescent insects. Related Catalog Signaling Pathways >> Others >> Others Dye Reagents Natural Products >> Others Research Areas >> Others In Vitro D-luciferin is the natural substrate of the enzyme luciferase (Luc), that catalyzes the production of the typical yellowgreen light of fireflies.The present review covers the synthesis of D-luciferin and derivatives or analogues that are substrates or inhibitors of the luciferase from the American firefly Photinus pyralis, the enzyme more frequently used in techniques of in vitro and optical imaging[1]. In Vivo Bioluminescence imaging (BLI) using the firefly luciferase (Fluc) as a reporter gene and D-luciferin as a substrate is currently the most widely employed technique. The total signal intensity is plotted against the time after D-luciferin injection to generate a time-intensity curve. In addition to the peak signal, the signals at fixed time points (5, 10, 15, and 20 min) after D-luciferin injection are determined as alternatives to the peak signal. The signal in a given time-intensity curve is normalized for the peak signal in the curve to represent the pattern of temporal changes after D-luciferin injection[2]. Animal Admin Mice[2] In vivo BLI is performed using a cooled charge-coupled device camera system (IVIS Imaging System 100) 3, 5, 7, 10, 12, 14, 19, 21, 24, and 28 days after the inoculation of HCT116-Luc cells. Mice are injected with 75 mg/kg D-luciferin in 100 μL of phosphate-buffered saline subcutaneously near the scapula and were placed in the light-tight chamber of the imaging system under isoflurane anesthesia. Beginning 5 min after injection, dorsal luminescent images with an exposure time of 1 s are acquired sequentially at a rate of one image per min until 20 min after D-luciferin injection. Data acquisition is continued until 40 min postinjection on days 3 or 5 and until 25 min on day 7, because of the prolonged time course of light emission. Binning is 4 and the field of view is 15 cm. References [1]. Giuseppe Meroni, et al. D-Luciferin, derivatives and analogues: synthesis and in vitro/in vivo luciferase-catalyzed bioluminescent activity. ARKIVOC 2009 (i) 265-288. [2]. Inoue Y, et al. Timing of imaging after d-luciferin injection affects the longitudinal assessment of tumor growthusing in vivo bioluminescence imaging. Int J Biomed Imaging. 2010;2010:471408. Chemical & Physical Properties Density 1.8±0.1 g/cm3 Boiling Point 587.6±60.0 °C at 760 mmHg Melting Point 200-204ºC Molecular Formula C11H8N2O3S2 Molecular Weight 280.323 Flash Point 309.2±32.9 °C Exact Mass 279.997620 PSA 136.32000 LogP 0.87 Vapour Pressure 0.0±1.7 mmHg at 25°C Index of Refraction 1.865 InChIKey BJGNCJDXODQBOB-SSDOTTSWSA-N SMILES O=C(O)C1CSC(c2nc3ccc(O)cc3s2)=N1 Storage condition -20°C |
| Use of | D-luciferin is the natural substrate of luciferases that catalyze the production of light in bioluminescent insects. Properties Articles350 Name Photinus luciferin Synonym More Synonyms D-Luciferin Biological Activity Description D-luciferin is the natural substrate of luciferases that catalyze the production of light in bioluminescent insects. Related Catalog Signaling Pathways >> Others >> Others Dye Reagents Natural Products >> Others Research Areas >> Others In Vitro D-luciferin is the natural substrate of the enzyme luciferase (Luc), that catalyzes the production of the typical yellowgreen light of fireflies.The present review covers the synthesis of D-luciferin and derivatives or analogues that are substrates or inhibitors of the luciferase from the American firefly Photinus pyralis, the enzyme more frequently used in techniques of in vitro and optical imaging[1]. References [1]. Giuseppe Meroni, et al. D-Luciferin, derivatives and analogues: synthesis and in vitro/in vivo luciferase-catalyzed bioluminescent activity. ARKIVOC 2009 (i) 265-288. [2]. Inoue Y, et al. Timing of imaging after d-luciferin injection affects the longitudinal assessment of tumor growthusing in vivo bioluminescence imaging. Int J Biomed Imaging. 2010;2010:471408. Chemical & Physical Properties Molecular Formula C11H8N2O3S2 Exact Mass 279.997620 PSA 136.32000 Index of Refraction 1.865 InChIKey BJGNCJDXODQBOB-SSDOTTSWSA-N |
| Tax Rebate | 13.0% |
| Supervision | None. MFN tariff: 6.5%. Ordinary tariff: 20.0% |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available See reverse side of invoice or packing slip. |
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