Skip to Content
Merck
All Photos(2)

Documents

L6152

Sigma-Aldrich

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

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C11H8N2O3S2
CAS Number:
Molecular Weight:
280.32
Beilstein:
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

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

Looking for similar products? Visit Product Comparison Guide

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Real-time imaging after cerebral ischemia: model systems for visualization of inflammation and neuronal repair
Methods in Enzymology, 506, 117-133 (2012)
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)
Caglar Cekic et al.
Cancer research, 74(24), 7239-7249 (2014-10-25)
Adenosine A(2A) receptor (A(2A)R) blockade enhances innate and adaptive immune responses. However, mouse genetic studies have shown that A(2A)R deletion does not inhibit the growth of all tumor types. In the current study, we showed that growth rates for ectopic
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

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.

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.

See All

Chromatograms

application for HPLCapplication for HPLC

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service