Merck
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L9504

Sigma-Aldrich

D-Luciferin

synthetic

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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
Empirical Formula (Hill Notation):
C11H8N2O3S2
CAS Number:
Molecular Weight:
280.32
Beilstein:
30484
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.32

biological source

synthetic

Assay

≥98% (HPLC)

form

powder

solubility

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

fluorescence

λex 328 nm; λem 532 nm in H2O

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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This Item
L6152L6882N8638
D-Luciferin synthetic

Sigma-Aldrich

L9504

D-Luciferin

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

Sigma-Aldrich

L6152

D-Luciferin

form

powder

form

powder

form

lyophilized powder

form

powder

solubility

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

solubility

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

solubility

H2O: soluble

solubility

DMSO: 9.80-10.20 mg/mL, clear to slightly hazy, colorless to yellow

fluorescence

λex 328 nm; λem 532 nm in H2O

fluorescence

-

fluorescence

λex 328 nm; λem 532 nm in H2O

fluorescence

-

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

2-8°C

Quality Level

300

Quality Level

200

Quality Level

200

Quality Level

200

General description

D-Luciferin is a small molecule present abundantly in bioluminescent organisms. This molecule is sensitive to oxygen and light.

Application

D-Luciferin has been used in determining luciferase activity by luciferase assay in mice and Arabidopsis thaliana seeds. It has also been used in measuring bioluminescence in neonatal rat ventricular cardiomyocytes.
Substrate for firefly luciferase with a Km of approx 2 μM.

Biochem/physiol Actions

D-Luciferin uptake within the cells is regulated by the adenosine triphosphate (ATP)-binding cassette (ABC) transporter inhibitors like ATP-binding cassette transporter G2 (ABCG2)/ breast cancer resistance protein (BCRP) inhibitor fumitremorgin C. This substrate is oxidized by firefly luciferase that results in emitting a photon, which has the capability of passing through living tissues.

replaced by

Product No.
Description
Pricing

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

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Imaging and Spectroscopic Analysis of Living Cells
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Caglar Cekic et al.
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Merry Zc Ruan et al.
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Osteoarthritis (OA) is a joint disease characterized by degeneration of the articular cartilage, subchondral bone remodeling, and secondary inflammation. It is among the top three causes of chronic disability, and currently there are no treatment options to prevent disease progression.
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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

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Chromatograms

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