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MilliporeSigma

L6152

D-Luciferin

BioXtra, ≥99% (HPLC), powder

Synonym(s):

(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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1 MG

$357.00

10 MG

$1,750.00

$357.00


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About This Item

Empirical Formula (Hill Notation):
C11H8N2O3S2
CAS Number:
Molecular Weight:
280.32
NACRES:
NA.32
PubChem Substance ID:
UNSPSC Code:
12352204
EC Number:
219-981-3
MDL number:
Beilstein/REAXYS Number:
30484

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Product Name

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

InChI key

BJGNCJDXODQBOB-SSDOTTSWSA-N

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

SMILES string

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

biological source

synthetic

product line

BioXtra

assay

≥99% (HPLC)

form

powder

solubility

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

storage temp.

−20°C

Quality Level

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1 of 4

This Item
L6882L950450227
assay

≥99% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98.0% (HPLC)

solubility

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

solubility

H2O: soluble

solubility

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

solubility

water: soluble

Quality Level

200

Quality Level

200

Quality Level

300

Quality Level

100

form

powder

form

lyophilized powder

form

powder

form

powder or crystals

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

biological source

synthetic

biological source

synthetic

biological source

synthetic

biological source

-

Application

D-Luciferin has been used in the preparation of the reaction mixture for nitric oxide determination by minescence measurement.[1] It has also been used in the preparation of D-luciferin stock solution for luciferin assays.[2]
Substrate for firefly luciferase with a Km of approx 2 μM.

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.[3]

Other Notes

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

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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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)
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
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

Articles

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.

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