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Merck
CN

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

Key Documents

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Product Name

D-Luciferin potassium salt, ≥98.0% (HPLC)

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

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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

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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Mayu Yasunaga et al.
BMC biotechnology, 17(1), 54-54 (2017-06-24)
Three-dimensional (3D) spheroids are frequently used in toxicological study because their morphology and function closely resemble those of tissue. As these properties are maintained over a long term, repeated treatment of the spheroids with a test object is possible. Generally
Bruce R Branchini et al.
Scientific reports, 8(1), 5990-5990 (2018-04-18)
Effective methods for monitoring eukaryotic gene expression and regulation based on bioluminescence - the emission of light by living organisms - are well established. Typically, the expression of a gene of interest is reported on with high sensitivity and over
Cristina Henriques et al.
Parasites & vectors, 5, 214-214 (2012-09-28)
Usually the analysis of the various developmental stages of Trypanosoma cruzi in the experimentally infected vertebrate and invertebrate hosts is based on the morphological observations of tissue fragments from animals and insects. The development of techniques that allow the imaging
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
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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