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Merck

L6152

Sigma-Aldrich

D-Luciferin

BioXtra, ≥99% (HPLC), powder

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C11H8N2O3S2
Número de CAS:
Peso molecular:
280.32
Beilstein/REAXYS Number:
30484
EC Number:
MDL number:
UNSPSC Code:
12352204
PubChem Substance ID:
NACRES:
NA.32

product name

D-Luciferin, synthetic, BioXtra, ≥99% (HPLC)

biological source

synthetic

Quality Level

product line

BioXtra

assay

≥99% (HPLC)

form

powder

solubility

DMSO: 10 mg/mL, clear, colorless to faintly yellow

storage temp.

−20°C

SMILES string

OC(=O)[C@H]1CSC(=N1)c2nc3ccc(O)cc3s2

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

InChI key

BJGNCJDXODQBOB-SSDOTTSWSA-N

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General description

D-Luciferin is mainly produced in bioluminescent organisms. It has the ability to simply circulate across the blood testis barrier, blood brain barrier and the blood placenta barrier. This small molecule is sensitive to light and oxygen. It is also sensitive to moisture in its powder form.

Application

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.
Substrate for firefly luciferase with a Km of approx 2 μM.

Linkage

Highly purified grade with reduced levels of inhibitor relative to L 9504

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Detection of nitric oxide production in cell cultures by luciferin-luciferase chemiluminescence
Woldman Y Y, et al.
Biochemical and biophysical research communications, 465(2), 232-238 (2015)
Multiplexed reporter gene assays: monitoring the cell viability and the compound kinetics on luciferase activity
Didiot M C, et al.
Journal of Biomolecular Screening, 16(7), 786-793 (2011)
Real-time imaging after cerebral ischemia: model systems for visualization of inflammation and neuronal repair
Methods in Enzymology, 506, 117-133 (2012)
Erik Wennerberg et al.
Cancer immunology, immunotherapy : CII, 64(2), 225-235 (2014-10-27)
Adoptive infusion of natural killer (NK) cells is being increasingly explored as a therapy in patients with cancer, although clinical responses are thus far limited to patients with hematological malignancies. Inadequate homing of infused NK cells to the tumor site
Floris P R Verbeek et al.
Annals of surgical oncology, 21 Suppl 4, S528-S537 (2014-02-12)
Irradical tumor resections and iatrogenic ureteral injury remain a significant problem during lower abdominal surgery. The aim of the current study was to intraoperatively identify both colorectal tumors and ureters in subcutaneous and orthotopic animal models using cRGD-ZW800-1 and near-infrared

Artículos

Bioluminescence imaging (BLI) systems allows for high-sensitive and noninvasive monitoring of cell proliferation, activity of signaling pathways and protein-protein interactions in living tissues.

seMpai substrate is suitable for near-infrared BLI in biological experiments, offering high solubility for extended bioluminescent applications.

seMpai substrate is suitable for near-infrared BLI in biological experiments, offering high solubility for extended bioluminescent applications.

seMpai substrate is suitable for near-infrared BLI in biological experiments, offering high solubility for extended bioluminescent applications.

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Chromatograms

application for HPLCapplication for HPLC

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