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Merck

50227

D-Luciferin potassium salt

≥98.0% (HPLC)

Synonym(s):

(S)-2-(6-Hydroxy-2-benzothiazolyl)-2-thiazoline-4-carboxylic acid potassium salt, 4,5-Dihydro-2-(6-hydroxy-2-benzothiazolyl)-4-thiazolecarboxylic acid potassium salt, Firefly luciferin potassium salt

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About This Item

Empirical Formula (Hill Notation):
C11H7KN2O3S2
CAS Number:
115144-35-9
Molecular Weight:
318.41
UNSPSC Code:
12352106
NACRES:
NA.32
PubChem Substance ID:
329757580
MDL number:
MFCD00044928
Beilstein/REAXYS Number:
5416262

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InChI

1S/C11H8N2O3S2.K/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);/q;+1/p-1/t7-;/m1./s1

SMILES string

[K+].Oc1ccc2nc(sc2c1)C3=N[C@H](CS3)C([O-])=O

InChI key

UMBKGTQQGYPQBE-OGFXRTJISA-M

assay

≥98.0% (HPLC)

form

powder or crystals

solubility

water: soluble

storage temp.

−20°C

Quality Level

100

Related Categories

Application

D-Luciferin may be used as a substrate in luciferase-based (EC 1.13.12.7) bioluminescence imaging and cell-based high-throughput screening applications. ATP can be measured with a reagent made up of D-luciferin and luciferase from firefly.D-Luciferin may be used and studied as a partial agonist for G protein-coupled receptor-35 (GPR35).

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL4309
BCCL1495
BCCH6168
BCBV5337
BCBV2217

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Yimao Zhang et al.
Molecular imaging, 11(6), 499-506 (2012-10-23)
Bioluminescence imaging (BLI) detects light generated by luciferase-mediated oxidation of substrate and is used widely for evaluating transgene expression in cell-based assays and in vivo in relevant preclinical models. The most commonly used luciferase for in vivo applications is firefly
Ellen Siebring-van Olst et al.
Journal of biomolecular screening, 18(4), 453-461 (2012-11-01)
The firefly luciferase gene is commonly used in cell-based reporter assays. Convenient luciferase assay reagents for use in high-throughput screening (HTS) are commercially available. However, the high cost of these reagents is not within the means of some academic laboratories.
Jiali Wu et al.
Nature communications, 11(1), 3708-3708 (2020-07-28)
The Cre-loxP recombination system is a powerful tool for genetic manipulation. However, there are widely recognized limitations with chemically inducible Cre-loxP systems, and the UV and blue-light induced systems have phototoxicity and minimal capacity for deep tissue penetration. Here, we
Xinyi Xu et al.
Frontiers in pharmacology, 11, 575-575 (2020-05-21)
Britanin has been reported to have therapeutic effects on neurodegenerative and inflammation-based diseases. However, whether it is involved in the regulation of triple-negative breast cancer development has not been elucidated. In this study, we investigated the anti-tumor activity against triple-negative
Yuval Erez et al.
The journal of physical chemistry. A, 116(28), 7452-7461 (2012-06-16)
Optical steady-state and time-resolved spectroscopic methods were used to study the photoprotolytic reaction of oxyluciferin, the active bioluminescence chromophore of the firefly's luciferase-catalyzed reaction. We found that like D-luciferin, the substrate of the firefly bioluminescence reaction, oxyluciferin is a photoacid
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