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L9504

Sigma-Aldrich

D-Luciferin

luminescent, ≥98% (HPLC), powder

Synonyme(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

Formule empirique (notation de Hill):
C11H8N2O3S2
Numéro CAS:
Poids moléculaire :
280.32
Beilstein:
30484
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352204
ID de substance PubChem :
Nomenclature NACRES :
NA.32
Le tarif et la disponibilité ne sont pas disponibles actuellement.

Nom du produit

D-Luciferin, synthetic

Source biologique

synthetic

Niveau de qualité

Essai

≥98% (HPLC)

Forme

powder

Solubilité

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

Fluorescence

λex 328 nm; λem 532 nm in H2O

Température de stockage

−20°C

Chaîne SMILES 

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

Clé InChI

BJGNCJDXODQBOB-SSDOTTSWSA-N

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Description générale

D-Luciferin is a small molecule present abundantly in bioluminescent organisms. This molecule is sensitive to oxygen and light.[1]

Application

D-Luciferin has been used in determining luciferase activity by luciferase assay in mice[2] and Arabidopsis thaliana seeds.[3] It has also been used in measuring bioluminescence in neonatal rat ventricular cardiomyocytes.[4]
Substrate for firefly luciferase with a Km of approx 2 μM.

Actions biochimiques/physiologiques

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.[5]

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Réf. du produit
Description
Tarif

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)


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Les clients ont également consulté

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Imaging and Spectroscopic Analysis of Living Cells
Test (2012)
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
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
Isabelle Navizet et al.
Chemphyschem : a European journal of chemical physics and physical chemistry, 12(17), 3064-3076 (2011-10-15)
Firefly luciferase is one of the most studied bioluminescent systems, both theoretically and experimentally. Herein we review the current understanding of the bioluminescent process from a chemical functionality perspective based on those investigations. Three key components are emphasized: the chemiluminophore

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.

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Chromatograms

application for HPLCapplication for HPLC

Questions

  1. Is this product suitable for injection into mice for in vivo applications after being dissolved in DMSO?

    1 answer
    1. Our lab has not validated this product for in vivo application.

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