8pyDTZ - ≥98% , CAS No.2351898-91-2

CAS: 2351898-91-2 Cat. No.: P648451 Molecular Weight: 378.43 PubChem CID: 146014483

GRADE & PURITY ≥98%

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

8pyDTZ is a pyridyl diphenylterazine (DTZ) analog and an ATP-independent pyridyl substrate of LumiLuc luciferase. 8pyDTZ exhibits spectrally shifted emission. 8pyDTZ has excellent biocompatibility and superior in vivo sensitivity. 8pyDTZ can be used for in vivo luminescence imaging.

In Vitro

Compared to DTZ, 8pyDTZ (compounds 3c) is able to emit red-shifted chemiluminescence or bioluminescence. 8pyDTZ shows the most red-shifted emission and red-shifted photons can penetrate through tissue better. LumiLuc-8pyDTZ in human embryonic kidney (HEK) 293T cells transiently expressing the luciferase is evaluated. The LumiLuc-8pyDTZ pair produces ∼3-5-fold more bioluminescence than teLuc-8pyDTZ. To compare far-red emission intensities of bioluminescent reporters, HEK 293T cells in the presence of a 600-700 nm band pass filter are imaged. At substrate concentrations from 6.25 to 100 μM, LumiLuc-8pyDTZ consistently produces 1.6-3.9-fold higher photon flux than teLuc-DTZ. No ATP perturbation is observed from 8pyDTZ-treated, LumiLucexpressing cells. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

LumiLuc-8pyDTZ pair is compared with several benchmark reporters in a tumor xenograft mouse model. LumiLuc-8pyDTZ shows high sensitivity and does not need organic cosolvents for in vivo administration. LumiScarlet-8pyDTZ is comparable to Akaluc-AkaLumine, the brightest ATP-dependent luciferase-luciferin pair, for detecting cells in deep tissues of mice . MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Form:Solid

Specifications

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

8pyDTZ is a pyridyl diphenylterazine (DTZ) analog and an ATP-independent pyridyl substrate of LumiLuc luciferase. 8pyDTZ exhibits spectrally shifted emission. 8pyDTZ has excellent biocompatibility and superior in vivo sensitivity. 8pyDTZ can be used for i

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%

Names and Identifiers

• Canonical Smiles: C1=CC=C(C=C1)CC2=C(N3C=C(N=C(C3=N2)C4=CC=NC=C4)C5=CC=CC=C5)O
• IUPAC Name: 2-benzyl-6-phenyl-8-pyridin-4-ylimidazo[1,2-a]pyrazin-3-ol
• InChIKey: UVOHXMHJSGTOSY-UHFFFAOYSA-N
• INCHI: 1S/C24H18N4O/c29-24-20(15-17-7-3-1-4-8-17)27-23-22(19-11-13-25-14-12-19)26-21(16-28(23)24)18-9-5-2-6-10-18/h1-14,16,29H,15H2
• PubChem CID: 146014483
• Molecular Weight: 378.43

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Imidazopyrazines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Imidazopyrazines
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Imidazopyrazines
• Alternative Parents: Pyridines and derivatives Pyrazines N-substituted imidazoles Benzene and substituted derivatives Heteroaromatic compounds Azacyclic compounds Organopnictogen compounds Organooxygen compounds Organonitrogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Imidazopyrazine - Benzenoid - Pyridine - Pyrazine - N-substituted imidazole - Monocyclic benzene moiety - Heteroaromatic compound - Imidazole - Azole - Azacycle - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as imidazopyrazines. These are organic heteropolycyclic compounds containing a pyrazine ring fused to an imidazole ring. These also include hydrogenated derivatives of the imidazopyrazine moiety. Imidazole is 5-membered ring consisting of three carbon atoms, and two nitrogen centers at the 1- and 3-positions. Pyrazine is a 6-membered ring consisting of six carbon atoms and two nitrogen centers at ring positions 1 and 4.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: EtOH+HCl : 2 mg/mL (5.28 mM; ultrasonic and adjust pH to 2 with 1M HCl; DMSO can inactivate 8pyDTZ's activity) DMF : 1 mg/mL (2.64 mM; Need ultrasonic; DMSO can inactivate 8pyDTZ's activity) H2O : <0.1 mg/mL (insoluble; DMSO can inactivat