Coelenterazine

  Cat. No.:  DC8863   Featured
Chemical Structure
55779-48-1
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More than 5000 active chemicals with high quality for research!
Field of application
Coelenterazine is a luminescent enzyme substrate, used for monitoring reporter genes in BRET, ELISA and HTS techniques.
Cas No.: 55779-48-1
Chemical Name: Coelenterazine
Synonyms: Coelenteramine;2-[(4-Hydroxyphenyl)methyl]-6-(4-hydroxyphenyl)-8-(phenylmethyl)-imdazo[1,2-a]pyrazin-3-(7H)-one;8-Benzyl-2-(4-hydroxybenzyl)-6-(4-hydroxyphenyl)imidazo[1,2-a]pyrazin-3(7H)-one;Coelenterazine;CLZN [Coelenterazine, Native];6-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]-8-(phenylmethyl)Imidazo[1,2-a]pyrazin-3(7H)-one;Coelenterazine, native;3,2-Dihydro-2-(p-hydroxybenzyl)-6-(p-hydroxyphenyl)-8-benzylimidazolo[1,2-a]pyrazin-3-one;CLZN;Coelenterazine native;Oplophorus luciferin;coelenterate luciferin;3O1CB88RRD;8-benzyl-6-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]-7H-imidazo[1,2-a]pyrazin-3-one;2-(p-Hydroxybenzyl)-6-(p-hydroxyphenyl)-8-benzylimidazo[1,2-a]pyrazin-3-(7H)-one;8-Benzyl-2-(4-hydroxybenzyl)-6-(4-hydroxyphenyl)imidazo-[1,2a]pyrazin-3(7H)-one;3,2-
SMILES: O([H])C1=C(C([H])([H])C2C([H])=C([H])C(=C([H])C=2[H])O[H])N=C2C(C([H])([H])C3C([H])=C([H])C([H])=C([H])C=3[H])=NC(C3C([H])=C([H])C(=C([H])C=3[H])O[H])=C([H])N21
Formula: C26H21N3O3
M.Wt: 423.4632
Purity: >98%
Sotrage: 2 years -20°C Powder, 2 weeks 4°C in DMSO, 6 months -80°C in DMSO
Description: Coelenterazine is widely distributed among marine organisms which can produce bioluminescence by calcium-dependent oxidation mediated by the photoprotein aequorin.
In Vivo: At baseline, KB 3-1 Rluc tumors show a 4-fold higher bioluminescence signal in vivo than KB 8-5-11 Rluc tumors. Normalized bioluminescence signals arise from KB 3-1 Rluc tumors, signals emits from KB 8-5-11 Rluc tumors in vivo are consistently reduced by ≈75%[1] .
In Vitro: On addition of Coelenterazine to the buffer, intact KB 3-1 Rluc cells show high bioluminescence, whereas intact KB 8-5-11 Rluc cells show low bioluminescence. A specific Pgp-mediated reduction in steady-state content of Coelenterazine exists in KB 8-5-11 Rluc cells compare to KB 3-1 Rluc cells. Bioluminescence signals from KB 3-1 Rluc cells, both in the absence and presence of GF120918 (300 nM), are readily detected with as little as 1 nM extracellular Coelenterazine and increase in a concentration-dependent manner to 1 μM extracellular Coelenterazine. In Pgp-expressing cells, there is evidence for a GF120918-reversible concentration-dependent saturation of bioluminescence with an EC50 of 257 nM Coelenterazine. The plateau in bioluminescence signal observed in KB 8-5-11 Rluc cells implies hat the capacity of Pgp to limit delivery of Coelenterazine to cytosolic Rluc is not exceeded within the concentration range test[1].
Cell Assay: Cells are plated at a density of 5×104 cells per well into 24-well plates and grown to 80-100% confluency. Just before imaging, media are changed to a colorless solution containing (in mM): 2.7 KCl, 139 NaCl, 8.1 Na2HPO4, 0.7 H2O, 1.5 KH2PO4, 1.8 CaCl2, 1 MgCl2 and 5.5 d-glucose. Cells are preincubated for 15 min in the absence or presence of Pgp modulator, after which Coelenterazine (final concentration of 470 nM) is added directly to the cells[1].
Animal Administration: Mice are anesthetized with metofane or isoflurane before tail vein injection of Coelenterazine (4 μg/g) formulated from an ethanol stock diluted in sodium phosphate buffer (50 mM). Bioluminescence imaging is performed on the in vivo imaging system at 2, 6, 8, and 11 min after injection. Anesthesia is maintained during imaging by nose cone delivery of 2.5% isoflurane. After imaging, animals are killed by cervical dislocation; tumors are then harvested and weighed[1].
References: [1]. Andrea Pichler, et al. Imaging reversal of multidrug resistance in living mice with bioluminescence: MDR1 P-glycoprotein transports coelenterazine. Proc Natl Acad Sci U S A. 2004 Feb 10; 101(6): 1702–1707.
MSDS
COA
LOT NO. DOWNLOAD
2018-0101
2018-0101
Cat. No. Product name Field of application
DC67293 D-Val-Gly-Arg-pNA D-Val-Gly-Arg-p-nitroaniline (D-VGR-pNA)​ is a synthetic chromogenic peptide substrate specifically designed for assessing the enzymatic activity of tissue plasminogen activator (tPA), including its isoforms tPA I and tPA II. Upon cleavage by tPA, the release of p-nitroaniline (pNA) generates a measurable colorimetric signal, enabling precise quantification of amidolytic activity. This substrate is widely utilized in biochemical assays to study tPA’s role in fibrinolysis and to evaluate its enzymatic kinetics in both research and diagnostic applications.
DC60339 Cephalofurimazine (CFz) Cephalofurimazine (CFz) is a NanoLuc substrate optimized for enhanced brain performance. When paired with Antares luciferase, it generates over 20 times more signal from the brain compared to the traditional combination of D-luciferin and firefly luciferase.
DC82050 Coelenterazine H Coelenterazine h, a modified form of Coelenterazine, exhibits heightened sensitivity to Ca2+ compared to the native compound, making it an effective tool for detecting subtle fluctuations in Ca2+ concentrations.
DC74576 Fluorofurimazine Fluorofurimazine is an advanced furimazine derivative with enhanced aqueous solubility, allowing for greater signal output compared to furimazine in bioluminescence imaging. This compound supports higher substrate concentrations and delivers improved sensitivity for in vivo optical imaging applications.
DCC5420 Viviren ViviRen is a synthetic analog of coelenterazine specifically designed for bioluminescence imaging (BLI), offering enhanced performance in visualizing biological processes.
DCC1510 Coelenterazine E Coelenterazine E serves as a bioluminescent probe, widely utilized for its ability to emit light in biological and chemical applications.
DC72431 For-Met-Leu-pNA(N-formylated peptide substrate) For-Met-Leu-pNA is an N-formylated peptide substrate specifically designed for use in deformylase activity assays, providing a reliable tool for studying enzyme function.
DC72410 Ac-Phe-Gly-pNA(chymotrypsin substrate) Ac-Phe-Gly-pNA is a synthetic peptide substrate specifically tailored for detecting chymotrypsin activity, offering high specificity for this enzyme.
DC71896 Z-Gly-Pro-pNA(prolyl endopeptidase substrate) Z-Gly-Pro-pNA is a synthetic peptide substrate specifically designed for assessing the inhibitory activity of prolyl endopeptidase (PEP), making it a useful tool in enzymatic studies.
DC49996 Coelenteramine 400a Coelenteramine 400a (Bisdeoxycoelenterazine), a structural analog of Coelenterazine, serves as a substrate for Renilla luciferase (RLuc). When interacting with Coelenteramine 400a, RLuc catalyzes the emission of blue light with a peak wavelength of 395 nm.
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