8pyDTZ

• CAT Number: I016878
• CAS Number: 2351898-91-2
• Molecular Formula: C24H18N4O
• Molecular Weight: 378.43
• Purity: ≥95%
• Synonyms: 2-benzyl-6-phenyl-8-pyridin-4-ylimidazo[1,2-a]pyrazin-3-ol
• InChI: 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
• InChIKey: UVOHXMHJSGTOSY-UHFFFAOYSA-N
• SMILES: C1=CC=C(C=C1)CC2=C(N3C=C(N=C(C3=N2)C4=CC=NC=C4)C5=CC=CC=C5)O

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[1].
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[1].
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[1].
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[1].

Reference

[1]. Yeh HW, et al. ATP-Independent Bioluminescent Reporter Variants To Improve in Vivo Imaging. ACS Chem Biol. 2019 May 17;14(5):959-965.
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