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L6152

D-Luciferin

Name: <SC>D</SC>-Luciferin
Brand: SIGMA

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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About This Item

Empirical Formula (Hill Notation):

C₁₁H₈N₂O₃S₂

CAS Number:

2591-17-5

Molecular Weight:

280.32

NACRES:

NA.32

PubChem Substance ID:

24896428

UNSPSC Code:

12352204

EC Number:

219-981-3

MDL number:

MFCD00042929

Beilstein/REAXYS Number:

30484

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Product Name

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

biological source

synthetic

Quality Level

200

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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Biochemicals

High-Purity Biochemicals and Reagents

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.

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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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)

U-SPECT-BioFluo: an integrated radionuclide, bioluminescence, and fluorescence imaging platform.

Matthias N van Oosterom et al.

EJNMMI research, 4, 56-56 (2014-11-12)

In vivo bioluminescence, fluorescence, and single-photon emission computed tomography (SPECT) imaging provide complementary information about biological processes. However, to date these signatures are evaluated separately on individual preclinical systems. In this paper, we introduce a fully integrated bioluminescence-fluorescence-SPECT platform. Next

Real-time imaging after cerebral ischemia: model systems for visualization of inflammation and neuronal repair

Methods in Enzymology, 506, 117-133 (2012)

CXCL10-induced migration of adoptively transferred human natural killer cells toward solid tumors causes regression of tumor growth in vivo.

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

Near-infrared fluorescence imaging of both colorectal cancer and ureters using a low-dose integrin targeted probe.

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

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Global Trade Item Number

SKU	GTIN
L6152-10MG	04061832908854
L6152-1MG	04061826675786

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