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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
Molecular Weight:
280.32
MDL Number:
MFCD00042929
MOL File:
2591-17-5.mol
MSDS File:
SDS
Last updated:2024-03-08 15:03:12

D-Luciferin Properties

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
FDA UNII 5TBB02N29K

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P271-P280
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36/37/39-24/25
WGK Germany  3
8-10
HS Code  29342000

D-Luciferin price More Price(38)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich L6152 D-Luciferin synthetic, BioXtra, ≥99% (HPLC) 2591-17-5 1mg $279 2024-03-01 Buy
Sigma-Aldrich L6152 D-Luciferin synthetic, BioXtra, ≥99% (HPLC) 2591-17-5 10mg $1380 2024-03-01 Buy
TCI Chemical A5030 D-(-)-Luciferin [Chemiluminescence Reagent] >98.0%(HPLC) 2591-17-5 10mg $204 2024-03-01 Buy
TCI Chemical A5030 D-(-)-Luciferin [Chemiluminescence Reagent] >98.0%(HPLC) 2591-17-5 50mg $622 2024-03-01 Buy
Cayman Chemical 25836 D-Luciferin ≥98% 2591-17-5 10mg $37 2024-03-01 Buy
Product number Packaging Price Buy
L6152 1mg $279 Buy
L6152 10mg $1380 Buy
A5030 10mg $204 Buy
A5030 50mg $622 Buy
25836 10mg $37 Buy

D-Luciferin Chemical Properties,Uses,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 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.

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.

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

Global( 323)Suppliers
Supplier Tel Email Country ProdList Advantage
Wuhan Mayue Longteng Technology Development Co., Ltd.
+undefined15171477138 helen.yan@lantu-tech.com China 287 58
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795 ivan@atkchemical.com China 32480 60
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29914 58
Biochempartner
0086-13720134139 candy@biochempartner.com CHINA 967 58
Chongqing Chemdad Co., Ltd
+86-023-61398051 +8613650506873 sales@chemdad.com China 39916 58
Alchem Pharmtech,Inc.
8485655694 sales@alchempharmtech.com United States 63711 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 47465 58
SHANGHAI T&W PHARMACEUTICAL CO., LTD.
+86-021-61551413 +8618813727289 contact@trustwe.com China 5738 58
Tianjin Xinshengjiahe Science & Technology Development Co,.Ltd
+86-86-22-87899925 +86-8618522618860 18522618860@163.com China 694 58
Hefei TNJ Chemical Industry Co.,Ltd.
0551-65418671 sales@tnjchem.com China 34572 58

View Lastest Price from D-Luciferin manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
D-luciferin pictures 2023-02-16 D-luciferin
2591-17-5
US $0.00 / G 10G 98%min 30kg/month WUHAN FORTUNA CHEMICAL CO., LTD
D-Luciferin pictures 2022-09-08 D-Luciferin
2591-17-5
US $0.00-0.00 / KG 1KG 98% 1Ton Henan Aochuang Chemical Co.,Ltd.
D-LUCIFERIN pictures 2019-07-06 D-LUCIFERIN
2591-17-5
US $1.00 / kg 1kg 98% 100KG Career Henan Chemical Co
  • D-luciferin pictures
  • D-luciferin
    2591-17-5
  • US $0.00 / G
  • 98%min
  • WUHAN FORTUNA CHEMICAL CO., LTD
  • D-Luciferin pictures
  • D-Luciferin
    2591-17-5
  • US $0.00-0.00 / KG
  • 98%
  • Henan Aochuang Chemical Co.,Ltd.
  • D-LUCIFERIN pictures
  • D-LUCIFERIN
    2591-17-5
  • US $1.00 / kg
  • 98%
  • Career Henan Chemical Co

D-Luciferin Spectrum

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 (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 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  (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, free acid *CAS#: 2591-17-5* Luciferin, D- - Firefly Luciferin 2-(6-oxo-1,3-benzothiazol-2-ylidene)-4-thiazolidinecarboxylic acid D-(-)-Luciferin [Chemiluminescence Reagent]> 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