ChemicalBook > CAS DataBase List > D-Luciferin

D-Luciferin

Product Name
D-Luciferin
CAS No.
2591-17-5
Chemical Name
D-Luciferin
Synonyms
uciferin;LUCIFERIN;D-LUCIFERIN;D-Leciferin;LUCIFERIN, D-;D(-)-LUCIFERIN;AURORA KA-6717;BEETLE LUCIFERIN;FIREFLY LUCIFERIN;Photinus luciferin
CBNumber
CB8283216
Molecular Formula
C11H8N2O3S2
Formula Weight
280.32
MOL File
2591-17-5.mol
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D-Luciferin Property

Melting point:
200-204 °C
alpha 
D22 -36° (c = 1.2 in DMF)
Boiling point:
587.6±60.0 °C(Predicted)
Density 
1.4916 (rough estimate)
refractive index 
1.5650 (estimate)
storage temp. 
-20°C
solubility 
DMF:30.0(Max Conc. mg/mL);107.02(Max Conc. mM)
DMSO:35.33(Max Conc. mg/mL);126.05(Max Conc. mM)
pka
8.31±0.40(Predicted)
form 
Powder
color 
Off-white to light yellow
λmax
360nm(H2O)(lit.)
Merck 
14,4086
BRN 
30484
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/h1-3,7,14H,4H2,(H,15,16)/t7-/m1/s1
InChIKey
BJGNCJDXODQBOB-SSDOTTSWSA-N
SMILES
S1C[C@H](C(O)=O)N=C1C1=NC2=CC=C(O)C=C2S1
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36/37/39-24/25
WGK Germany 
3
F 
8-10
HS Code 
29342000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
L6152
Product name
D-Luciferin
Purity
synthetic, BioXtra, ≥99% (HPLC)
Packaging
1mg
Price
$279
Updated
2024/03/01
Sigma-Aldrich
Product number
L6152
Product name
D-Luciferin
Purity
synthetic, BioXtra, ≥99% (HPLC)
Packaging
10mg
Price
$1380
Updated
2024/03/01
TCI Chemical
Product number
A5030
Product name
D-(-)-Luciferin [Chemiluminescence Reagent]
Purity
>98.0%(HPLC)
Packaging
10mg
Price
$204
Updated
2024/03/01
TCI Chemical
Product number
A5030
Product name
D-(-)-Luciferin [Chemiluminescence Reagent]
Purity
>98.0%(HPLC)
Packaging
50mg
Price
$622
Updated
2024/03/01
Cayman Chemical
Product number
25836
Product name
D-Luciferin
Purity
≥98%
Packaging
10mg
Price
$37
Updated
2024/03/01
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D-Luciferin Chemical Properties,Usage,Production

Description

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. In an immunocompetent mouse model of ovarian cancer, the use of D-luciferin substrate and firefly luciferase preserves tumour-host immune interactions since bioluminescent imaging is a more sensitive indication of tumour growth than weight gain.

Chemical Properties

off-white to light yellow powder

Uses

D-Luciferin has been used in determining luciferase activity by luciferase assay in mice and Arabidopsis thaliana seeds. It has also been used in measuring bioluminescence in neonatal rat ventricular cardiomyocytes.

Uses

D-Luciferin has been used in the preparation of the reaction mixture for nitric oxide determination by minescence measurement. It has also been used in the preparation of D-luciferin stock solution for luciferin assays.

Uses

In the assay of ATP.

Definition

ChEBI: A 1,3-thiazolemonocarboxylic acid consisting of 3,5-dihydrothiophene-4-carboxylic acid having a 6-hydroxybenzothiazol-2-yl group at the 2-position.

General Description

D-Luciferin is a small molecule present abundantly in bioluminescent organisms. This molecule is sensitive to oxygen and light.

Biochem/physiol Actions

D-Luciferin uptake within the cells is regulated by the adenosine triphosphate (ATP)-binding cassette (ABC) transporter inhibitors like ATP-binding cassette transporter G2 (ABCG2)/ breast cancer resistance protein (BCRP) inhibitor fumitremorgin C. This substrate is oxidized by firefly luciferase that results in emitting a photon, which has the capability of passing through living tissues.

Purification Methods

D-Luciferin crystallises as pale yellow needles from H2O, or MeOH (83mg/7mL). It has UV max at 263 and 327nm (log 3.88 and 4.27) in 95% EtOH. The Na salt has a solubility of 4mg in 1 mL of 0.05M glycine. [White et al. J Am Chem Soc 83 2402 1961, 85 337 1963, UV and IR: Bitler & McElroy Arch Biochem 72 358 1957, Review: Cormier et al. Fortschr Chem Org Naturst 30 1 1973, Beilstein 27 III/IV 8934.]

D-Luciferin Preparation Products And Raw materials

Raw materials

Preparation Products

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D-Luciferin Suppliers

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View Lastest Price from D-Luciferin manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
D-luciferin 2591-17-5
Price
US $0.00/G
Min. Order
10G
Purity
98%min
Supply Ability
30kg/month
Release date
2023-02-15
Hebei Mojin Biotechnology Co., Ltd
Product
D-Luciferin 2591-17-5
Price
US $0.00/KG
Min. Order
1KG
Purity
99.2%
Supply Ability
50000KG/month
Release date
2024-10-22
Career Henan Chemical Co
Product
D-LUCIFERIN 2591-17-5
Price
US $1.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
100KG
Release date
2018-12-21

2591-17-5, D-LuciferinRelated Search:

D-Luciferin Coelenterazine LUCIFERIN, D-,LUCIFERIN,FIREFLY LUCIFERIN,FIREFLY LUCIFERIN,LUCIFERIN, D-,LUCIFERIN D-LUCIFERIN, ETHYL ESTER D-Luciferin potassium salt D-Luciferin sodium salt L-LUCIFERIN,L-Luciferin free acid, 99%,L-Luciferin free acid, 99%,L-LUCIFERIN LUCIFERASE 6-Benzothiazolol(7CI,8CI,9CI) D-luciferin 6-O-phosphate sodium,D-LUCIFERIN 6'-O-PHOSPHATE TRISODIUM &,D-LUCIFERIN 6'-O-PHOSPHATE TRISODIUM &,D-luciferin 6-O-phosphate sodium LUCIFERIN 6'-METHYL ETHER SODIUM SALT,luciferin 6'-methyl ether sodium,LUCIFERIN 6'-METHYL ETHER SODIUM SALT,luciferin 6'-methyl ether sodium 6-AMINO-D-LUCIFERIN,6-AMINO LUCIFERIN,6-AMINO-D-LUCIFERIN,6-AMINO LUCIFERIN D-LUCIFERIN-6-O-BETA-D-GALACTOPYRANOSIDE LUCIFERIN (RENILLA),LUCIFERIN (RENILLA) Cypridinia, Vargula Luciferin dihydrobromide,Cypridinia, Vargula Luciferin dihydrobromide,VARGULA LUCIFERIN DIHYDROBROMIDE,VARGULA LUCIFERIN DIHYDROBROMIDE L-LUCIFERIN, POTASSIUM SALT,L-LUCIFERIN, POTASSIUM SALT LUCIFERIN (WATASENIA),LUCIFERIN (WATASENIA) DMNPE-CAGED LUCIFERIN,DMNPE-CAGED LUCIFERIN

  • 4,5-DIHYDRO-2-(6-HYDROXY-2-BENZOTHIAZOLYL)-4-THIAZOLECARBOXY
  • 4,5-DIHYDRO-2-[6-HYDROXY-2-BENZOTHIAZOLYL]-4-THIAZOLE-CARBOXYLIC ACID
  • 4,5-DIHYDRO-(6-HYDROXY-2-BENZOTHIAZOYL)-4-THIAZOLE CARBOXYLIC ACID
  • LUCIFERIN, D-
  • LUCIFERIN
  • D(-)-2-(6'-HYDROXY-BENZOTHIAZOLYL)-DELTA2-THIAZOLINE-4-CARBOXYLIC ACID
  • D(-)-LUCIFERIN
  • D-LUCIFERIN
  • D-LUCIFERIN FIREFLY
  • D-Luciferin≥ 99% (HPLC)
  • Photinus luciferin
  • D-Luciferin, free acid *CAS#: 2591-17-5*
  • (S)-4,5-Dihydro-2-(6-hydroxy-2-benzothiazolyl)-4 thiazolecarboxylic acid
  • (4S)-2-(6-Hydroxy-1,3-benzothiazol-2-yl)-4,5-dihydrothiazole-4-carboxylic acid
  • Luciferin, D- - Firefly Luciferin
  • 2-(6-oxo-1,3-benzothiazol-2-ylidene)-4-thiazolidinecarboxylic acid
  • FIREFLY LUCIFERIN
  • BEETLE LUCIFERIN
  • AURORA KA-6717
  • (S)-2-[6-HYDROXY-2-BENZOTHIAZOLYL]-2-THIAZOLENE-4
  • (S)-2-(6-HYDROXY-2-BENZOTHIAZOLYL)-2-THIAZOLINE-4-CARBOXYLIC ACID
  • (S)-4,5-dihydro-2-(6-hydroxybenzothiazol-2-yl)thiazole-4-carboxylic acid
  • D-Luciferin free acid, 99%
  • D-LUCIFERIN SYNTHETIC
  • D-LUCIFERIN SIGMAULTRA
  • D -LUCIFERIN SYNTHETIC CRYSTALLINE
  • Beetle luciferin Firefly luciferin
  • D-LUCIFERIN,FREEACID,ULTRAPURE
  • D-Leciferin
  • (4S)-2-(6-hydroxy-1,3-benzothiazol-2-yl)-4,5-dihydro-1,3-thiazole-4-carboxylic acid
  • D-(-)-Luciferin&nbsp
  • (D)-4,5-Dihydro-2-(6-hydroxy-2-benzothiazolyl)-4-thiazolecarboxylic acid, Firefly (synthetic), 99%
  • D-LUCIFERINFREEACID,99%
  • D-Luciferin, Free acid >99.5%
  • 2-(6-Hydroxy-benzothiazol-2-yl)-thiazole-4-carboxylic acid D-Luciferin
  • Firefly Luciferin, (S)-2-(6-Hydroxy-2-benzothiazolyl)-2-thiazoline-4-carboxylic acid, 4,5-Dihydro-2-(6-hydroxy-2-benzothiazolyl)-4-thiazolecarboxylic acid
  • (4S)-2-(6-Hydroxy-2-benzothiazolyl)-2-thiazoline-4β-carboxylic acid
  • (4S)-2-(6-Hydroxybenzothiazole-2-yl)-2-thiazoline-4-carboxylic acid
  • D-(-)-Luciferin [Chemiluminescence Reagent]
  • (4S)-4,5-Dihydro-(6-hydroxy-2-benzothiazoyl)-4-thiazolecarboxylic acid
  • (S)-2-(6-hydroxybenzo[d]thiazol-2-yl)-4,5-dihydrothiazole-4-carboxylic acid
  • D-(-)-Luciferin [Chemiluminescence Reagent]&gt
  • uciferin
  • 4-Thiazolecarboxylic acid, 4,5-dihydro-2-(6-hydroxy-2-benzothiazolyl)-, (4S)-
  • D-luciferin (Firefly luciferin)
  • D-Luciferin ex. Firefly, 99%
  • 7-Dihydroxyflavone
  • D-Luciferin Firefly, Free Acid
  • 2591-17-5
  • 2951-17-5
  • C11H7FN2O3S2
  • Biochemicals and Reagents
  • Analytical Enzymes
  • BioChemical
  • Enzymes, Inhibitors, and Substrates
  • Detection
  • Fluorescent Probes, Labels, Particles and Stains
  • Luciferase