Coelenterazine H

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Coelenterazine H

Coelenterazine H | 50909-86-9

Catalog Number A14-0007
Category Calcium, Chloride Indictors and Other indicators
Molecular Formula C26H21N3O2
Molecular Weight 407.5
Catalog Number Size Price Quantity
A14-0007 -- $--

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

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
InChI Key KAEGGIFPLJZUOZ-UHFFFAOYSA-N
Appearance Yellow Solid
  • Product Specification
  • Application
Emission 466 nm
Storage Store at -20°C
Signal Warning
GHS Hazard Statements 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.

Computed Properties

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

Patents

Publication NumberTitlePriority 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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