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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

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
Yun-Jung Chiang et al.
Oncogene, 38(9), 1432-1447 (2018-09-30)
High-frequency relapse remains a clinical hurdle for complete remission of T-cell acute lymphoblastic leukemia (T-ALL) patients, with heterogeneous dysregulated signaling profiles-including of Raf-MEK-ERK and Akt-mTORC1-S6K signaling pathways-recently being implicated in disease outcomes. Here we report that GM-CSF/IL-3/IL-5 receptor common β-chain-associated
A B Madhankumar et al.
PloS one, 13(1), e0181529-e0181529 (2018-01-06)
Peripheral nerve sheath tumors are benign tumors that have the potential to transform into malignant peripheral nerve sheath tumors (MPNSTs). Interleukin-13 receptor alpha 2 (IL13Rα2) is a cancer associated receptor expressed in glioblastoma and other invasive cancers. We analyzed IL13Rα2
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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