D-Luciferin

Modify Date: 2024-01-02 12:31:52

D-Luciferin Structure
D-Luciferin structure
 Common Name D-Luciferin
CAS Number 2591-17-5 Molecular Weight 280.323
Density 1.8±0.1 g/cm3 Boiling Point 587.6±60.0 °C at 760 mmHg
Molecular Formula C11H8N2O3S2 Melting Point 200-204ºC
MSDS Chinese USA Flash Point 309.2±32.9 °C

 Use of D-Luciferin


D-luciferin is the natural substrate of luciferases that catalyze the production of light in bioluminescent insects.

 Names

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
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
Storage condition -20°C

 Safety Information

Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard Codes Xi: Irritant;
Risk Phrases R36/37/38
Safety Phrases 26-36/37/39
RIDADR NONH for all modes of transport
WGK Germany 3
HS Code 2934999090

 Synthetic Route

 Customs

HS Code 2934999090
Summary 2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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 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
4-Thiazolecarboxylic acid, 4,5-dihydro-2-(6-hydroxy-2-benzothiazolyl)-, (4S)-
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
4-Thiazolecarboxylic acid, 4,5-dihydro-2-(6-hydroxy-2-benzothiazolyl)-, (S)-
firefly luciferin IV
(S)-luciferin
LUCIFERIN,D
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D-LUCIFERIN
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D-luciferin
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D-Luciferin*K
93169-29-0
6'-Amino-D-luciferin
161055-47-6
D-LUCIFERIN SODIUM SALT
103404-75-7
D-luciferin methyl ester
73918-26-0
D-LUCIFERIN, ETHYL ESTER
135251-85-3
6-FMOC-AMINO-D-LUCIFERIN
578705-47-2
D-Luciferin potassium salt
115144-35-9
Chemsrc provides D-Luciferin(CAS#:2591-17-5) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of D-Luciferin are included as well.>> amp version: D-Luciferin

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