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Coelenterazine H | CAS 50909-86-9
| Catalog Number | A14-0007 |
| Category | Calcium, Chloride and Other indicators |
| Molecular Formula | C26H21N3O2 |
| Molecular Weight | 407.5 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
Coelenterazine H is a derivative of Coelenterazine, a luciferin that serves as a substrate for luciferases or as a constituent of photoproteins, including aequorin. Coelenterazine H is reported to be more sensitive to Ca2+ and can be used for detecting small changes of Ca2+ concentrations.
Chemical Information
Product Specification
Application
Computed Properties
Patents
| Synonyms | 6-(4-hydroxyphenyl)-2,8-bis(phenylmethyl)-imidazo[1,2-a]pyrazin-3(7H)-one; 2-deoxy Coelenterazine; Luciferin (Renilla) |
| Purity | ≥95% |
| IUPAC Name | 2,8-dibenzyl-6-(4-hydroxyphenyl)imidazo[1,2-a]pyrazin-3-ol |
| Canonical SMILES | C1=CC=C(C=C1)CC2=C3N=C(C(=O)N3C=C(N2)C4=CC=C(C=C4)O)CC5=CC=CC=C5 |
| InChI | InChI=1S/C26H21N3O2/c30-21-13-11-20(12-14-21)24-17-29-25(22(27-24)15-18-7-3-1-4-8-18)28-23(26(29)31)16-19-9-5-2-6-10-19/h1-14,17,27,30H,15-16H2 |
| InChIKey | KAEGGIFPLJZUOZ-UHFFFAOYSA-N |
| Appearance | Yellow Solid |
| Emission | 466 nm |
| Storage | Store at -20°C |
| Signal | Warning |
| GHSHazardStatements | H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation] H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation] H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation] |
| Precautionary Statement Codes | P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (The corresponding statement to each P-code can be found at the GHS Classification page.) |
Coelenterazine H is a bioluminescent substrate that finds extensive use in biochemical and biotechnological applications. Here are some key applications of Coelenterazine H:
Bioluminescence Imaging: Coelenterazine H is commonly used in bioluminescence imaging to monitor cellular and molecular processes in live cells and animals. It reacts with luciferase enzymes to produce light, allowing researchers to visualize and quantify biological activities in real-time. This technique is invaluable in studying disease progression, drug efficacy, and gene expression in vivo.
Reporter Gene Assays: In molecular biology, Coelenterazine H serves as a substrate in reporter gene assays to measure the activity of specific genes or promoters. When used with luciferase reporter systems, it provides a sensitive and quantitative method for tracking gene expression levels. These assays are essential for gene regulation studies, screening of potential therapeutic compounds, and functional genomics.
Calcium Imaging: Coelenterazine H can be employed in calcium imaging experiments to study intracellular calcium dynamics. It is used in conjunction with aequorin, a calcium-sensitive photoprotein, to detect changes in calcium concentration by emitting bioluminescence. This application is crucial for understanding calcium signaling pathways and their role in various physiological and pathological conditions.
| XLogP3 | 5.9 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 5 |
| Exact Mass | 407.16337692 g/mol |
| Monoisotopic Mass | 407.16337692 g/mol |
| Topological Polar Surface Area | 70.6Ų |
| Heavy Atom Count | 31 |
| Formal Charge | 0 |
| Complexity | 555 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
| Publication Number | Title | Priority Date |
|---|---|---|
| CN-115073613-A | A kind of fusion protein GLuc-p30 and its preparation method and application | 2022-06-28 |
| CN-114807299-A | A dual-luciferase method, cell and kit for detecting ADC drug activity | 2022-06-27 |
| CN-114807299-B | A dual-luciferase method, cells and kit for detecting ADC drug activity | 2022-06-27 |
| CN-114702570-A | aGPCR antagonists | 2022-03-23 |
| CN-114702570-B | aGPCR antagonist | 2022-03-23 |
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