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
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
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
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.
N-Bromosuccinimide Price
- Product number
- L6152
- Product name
- D-Luciferin
- Purity
- synthetic, BioXtra, ≥99% (HPLC)
- Packaging
- 1mg
- Price
- $279
- Updated
- 2024/03/01
- Product number
- L6152
- Product name
- D-Luciferin
- Purity
- synthetic, BioXtra, ≥99% (HPLC)
- Packaging
- 10mg
- Price
- $1380
- Updated
- 2024/03/01
- Product number
- A5030
- Product name
- D-(-)-Luciferin [Chemiluminescence Reagent]
- Purity
- >98.0%(HPLC)
- Packaging
- 10mg
- Price
- $204
- Updated
- 2024/03/01
- Product number
- A5030
- Product name
- D-(-)-Luciferin [Chemiluminescence Reagent]
- Purity
- >98.0%(HPLC)
- Packaging
- 50mg
- Price
- $622
- Updated
- 2024/03/01
- Product number
- 25836
- Product name
- D-Luciferin
- Purity
- ≥98%
- Packaging
- 10mg
- Price
- $37
- Updated
- 2024/03/01
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
D-Luciferin Suppliers
- Tel
- --
- Fax
- --
- r.eckert@rothsochiel.fr
- Country
- France
- ProdList
- 2361
- Advantage
- 58
- Tel
- --
- Fax
- --
- interchim@interchim.com
- Country
- France
- ProdList
- 6302
- Advantage
- 76
View Lastest Price from D-Luciferin manufacturers
- 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
- 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
- Product
- D-LUCIFERIN 2591-17-5
- Price
- US $1.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 100KG
- Release date
- 2018-12-21