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Merck
모든 사진(3)

문서

L9504

Sigma-Aldrich

D-Luciferin

luminescent, ≥98% (HPLC), powder

동의어(들):

(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

실험식(Hill 표기법):
C11H8N2O3S2
CAS Number:
Molecular Weight:
280.32
Beilstein:
30484
EC Number:
MDL number:
UNSPSC 코드:
12352204
PubChem Substance ID:
NACRES:
NA.32

product name

D-Luciferin, synthetic

생물학적 소스

synthetic

Quality Level

분석

≥98% (HPLC)

형태

powder

solubility

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

형광

λex 328 nm; λem 532 nm in H2O

저장 온도

−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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일반 설명

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

애플리케이션

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.

생화학적/생리학적 작용

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

Eyeshields, Gloves, type N95 (US)


시험 성적서(COA)

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문서

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.

Firefly luciferase is a sensitive reporter for gene studies due to its absence in mammalian cells or tissues.

Chromatograms

application for HPLCapplication for HPLC

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