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Merck
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主要文書

安全性情報

233900

Sigma-Aldrich

Coelenterazine

≥90% (TLC), solid, chemiluminescence probe of the superoxide anion, Calbiochem®

別名:

Coelenterazine, 2-( p-Hydroxybenzyl)-6-( p-hydroxyphenyl)-8-benzylimidazo[1,2-a]pyrazin-3-(7H)-one, 2-(p-Hydroxybenzyl)-6-(p-hydroxyphenyl)-8-benzylimidazo[1,2-a]pyrazin-3-(7H)-one

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About This Item

実験式(ヒル表記法):
C26H21N3O3
CAS番号:
分子量:
423.46
MDL番号:
UNSPSCコード:
12352200
NACRES:
NA.77

製品名

Coelenterazine, A cell-permeable aequorin luminophore that acts as a very sensitive and specific chemiluminescence probe of the superoxide anion.

品質水準

アッセイ

≥90% (TLC)

フォーム

solid

メーカー/製品名

Calbiochem®

保管条件

OK to freeze
protect from light

brown

溶解性

methanol: 1 mg/mL
ethanol: soluble

輸送温度

ambient

保管温度

−20°C

SMILES記法

[n]21c(nc([c]2=O)Cc5ccc(cc5)O)c([nH]c(c1)c4ccc(cc4)O)Cc3ccccc3

InChI

1S/C26H21N3O3/c30-20-10-6-18(7-11-20)15-23-26(32)29-16-24(19-8-12-21(31)13-9-19)27-22(25(29)28-23)14-17-4-2-1-3-5-17/h1-13,16,27,30-31H,14-15H2

InChI Key

YHIPILPTUVMWQT-UHFFFAOYSA-N

詳細

Coelenterazine (CTZ), a small prosthetic group, is a luciferin or light-producing compound present in luminous marine organisms. The imidazopyrazinone ring in CTZ is responsible for its luminous properties. This chemiluminescent dye is soluble in methanol and poorly soluble in water. CTZ can be oxidized with the help of bovine serum albumin (BSA) and several other luciferases.

アプリケーション

Coelenterazine - CAS 55779-48-1 – Calbiochem may be used:


  • to determine superoxide production
  • to determine free radical production
  • in cell suspension buffer for in vivo reconstitution of aequorin

生物化学的/生理学的作用

Coelenterazine (CTZ) is a cell-permeable aequorin luminophore that acts as a very sensitive and specific chemiluminescence probe of the superoxide anion. It can also be used for detecting changes in intracellular Ca2+ in cells that have been transfected with apoaequorin cDNA. CTZ functions as a powerful antioxidant. It serves as a substrate for multidrug resistance protein 1 (MDR1) P-glycoprotein (ATP-binding cassette sub-family B member 1 (ABCB1)/Pgp) and can bind with apoaequorin to form the active aequorin complex. It can be mainly used to quantify the formation of superoxide in neutrophils.

包装

Packaged under inert gas

警告

Toxicity: Standard Handling (A)

法的情報

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

保管分類コード

11 - Combustible Solids

WGK

WGK 3

引火点(°F)

Not applicable

引火点(℃)

Not applicable


適用法令

試験研究用途を考慮した関連法令を主に挙げております。化学物質以外については、一部の情報のみ提供しています。 製品を安全かつ合法的に使用することは、使用者の義務です。最新情報により修正される場合があります。WEBの反映には時間を要することがあるため、適宜SDSをご参照ください。

Jan Code

233900-UG:
233900-250UG:


試験成績書(COA)

製品のロット番号・バッチ番号を入力して、試験成績書(COA) を検索できます。ロット番号・バッチ番号は、製品ラベルに「Lot」または「Batch」に続いて記載されています。

以前この製品を購入いただいたことがある場合

文書ライブラリで、最近購入した製品の文書を検索できます。

文書ライブラリにアクセスする

Ryo Nishihara et al.
Bioconjugate chemistry, 31(12), 2679-2684 (2020-11-26)
A synthetic luciferin comprising an imidazopyrazinone core, named HuLumino1, was designed to generate specific bioluminescence with human serum albumin (HSA) in real serum samples. HuLumino1 was developed by attaching a methoxy-terminated alkyl chain to C-6 of coelenterazine and by eliminating
Tianyu Jiang et al.
Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology, 15(4), 466-480 (2016-03-25)
Bioluminescence-based techniques, such as bioluminescence imaging, BRET and dual-luciferase reporter assay systems, have been widely used to examine a myriad of biological processes. Coelenterazine (CTZ), a luciferin or light-producing compound found in bioluminescent organisms, has sparked great curiosity and interest
Sandeep Raha et al.
Free radical biology & medicine, 32(5), 421-430 (2002-02-28)
Human NADH CoQ oxidoreductase is composed of a total of 43 subunits and has been demonstrated to be a major site for the production of superoxide by mitochondria. Incubation of rat heart mitochondria with ATP resulted in the phosphorylation of
S Raha et al.
Free radical biology & medicine, 29(2), 170-180 (2000-09-12)
In this report we show that ubiquinone cytochrome c reductase (complex III) from isolated rat heart mitochondria when inhibited with antimycin A, produces a large amount of superoxide as measured by the chemiluminescent probe coelenterazine. When mitochondria are inhibited with
Olivier Lamotte et al.
Free radical biology & medicine, 40(8), 1369-1376 (2006-04-25)
In this study, we investigated a role for nitric oxide (NO) in mediating the elevation of the free cytosolic Ca(2+) concentration ([Ca(2+)](cyt)) in plants using Nicotiana plumbaginifolia cells expressing the Ca(2+) reporter apoaequorin. Hyperosmotic stress induced a fast increase of

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