Diphenylterazine

CAS
344940-63-2
Catalog Number
ACM344940632
Category
Others
Molecular Weight
377.45
Molecular Formula
C25H19N3O

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Specification

Description
Diphenylterazine is a bioluminescence agent. Diphenylterazine alone yields very little background, leading to excellent signal-to-background ratios
Synonyms
Diphenylterazine; DTZ
IUPAC Name
2-benzyl-6,8-diphenylimidazo[1,2-a]pyrazin-3(7H)-one
Canonical SMILES
O=C1C(CC2=CC=CC=C2)=NC3=C(C4=CC=CC=C4)NC(C5=CC=CC=C5)=CN31
InChI
InChI=1S/C25H19N3O/c29-25-21(16-18-10-4-1-5-11-18)27-24-23(20-14-8-3-9-15-20)26-22(17-28(24)25)19-12-6-2-7-13-19/h1-15,17,26H,16H2
InChI Key
HYQVAZNNCBIZSK-UHFFFAOYSA-N
Solubility
Soluble in DMSO
Appearance
Solid powder
Shelf Life
>3 years if stored properly
Storage
Dry, dark and at 0-4 °C for short term (days to weeks) or -20 °C for long term (months to years).
Biological Target
Diphenylterazine (DTZ) is a bioluminescence agent.
Drug Formulation
This drug may be formulated in DMSO
Elemental Analysis
C, 79.55; H, 5.07; N, 11.13; O, 4.24
Exact Mass
377.1528
HS Tariff Code
2934.99.9001
In Vitro Activity
The bioluminescence of the new reporters was further evaluated using transiently transfected Human Embryonic Kidney (HEK) 293T cells. Under all conditions, the brightness of DTZ with teLuc or Antares2 was two to three orders of magnitude higher than that of FLuc/d-luciferin. Moreover, DTZ alone yielded very little background, leading to excellent signal-to-background ratios. Furthermore, DTZ elicited minimal cell toxicity at millimolar concentrations.
Reference: Nat Methods. 2017 Oct;14(10):971-974. https://pubmed.ncbi.nlm.nih.gov/28869756/
In Vivo Activity
To further evaluate the reporters for imaging deep-tissue targets, hydrodynamic transfection was utilized to express luciferase genes within the internal organs of mice. After intraperitoneal injections of 0.3 µmol individual luciferin substrates, teLuc/DTZ generated ~52-fold higher emission than FLuc/d-luciferin. With 3.3 µmol of each substrate (a dose recommended for AkaLumine-HCl9), teLuc/DTZ was ~32-fold brighter than FLuc/d-luciferin and ~15-fold brighter than FLuc/AkaLumine-HCl. Moreover, teLuc with 3.3 µmol DTZ was still ~12-fold brighter than FLuc with 10 µmol d-luciferin (equivalent to the standard ~150 mg/kg FLuc imaging condition). DTZ injections into untransfected BALB/c mice did not yield any background emission. Furthermore, the bioluminescence resulting from intraperitoneally injected DTZ displayed extended kinetics, suggesting that both teLuc and Antares2 are suitable for time-lapse BLI.
Reference: Nat Methods. 2017 Oct;14(10):971-974. https://pubmed.ncbi.nlm.nih.gov/28869756/
Shipping
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Stock Solution Storage
0-4 °C for short term (days to weeks), or -20 °C for long term (months).
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