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50227

Sigma-Aldrich

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
Beilstein:
5416262
MDL number:
MFCD00044928
UNSPSC Code:
12352200
PubChem Substance ID:
329757580
NACRES:
NA.32

Quality Level

100

Assay

≥98.0% (HPLC)

form

powder or crystals

solubility

water: soluble

storage temp.

−20°C

SMILES string

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

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

InChI key

UMBKGTQQGYPQBE-OGFXRTJISA-M

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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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Yuanyuan Qiu et al.
ACS nano, 12(8), 7974-7985 (2018-08-07)
The inability to intraoperatively diagnose and eliminate microscopic residual tumors represents a significant challenge in cancer surgery. These residual microtumors cause lethal recurrence and metastasis. Herein, we show a crucial example of Raman imaging with gap-enhanced Raman tags (GERTs) to
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.
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
Guiyang Zhang et al.
Journal of materials chemistry. B, 8(20), 4475-4488 (2020-05-05)
Effective treatment of brain metastases is hindered by the blood-brain barrier (BBB) and the rapid development of resistance to drug therapy. Moreover, the clinical application of general formulations is hampered by biological barriers and biological elimination. To tackle this challenge
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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