CAS 55779-48-1

Coelenterazine

Description:

Coelenterazine is a bioluminescent compound primarily found in various marine organisms, including certain species of jellyfish and deep-sea creatures. It is classified as a luciferin, a type of light-emitting molecule that undergoes a chemical reaction in the presence of oxygen, catalyzed by the enzyme luciferase, to produce light. Coelenterazine has a molecular formula that includes carbon, hydrogen, nitrogen, and oxygen, contributing to its unique properties. This compound is notable for its role in bioluminescence, which serves various ecological functions such as predation, communication, and camouflage. In addition to its natural occurrence, coelenterazine is utilized in laboratory settings for bioluminescent assays and imaging techniques, making it valuable in biological research. Its ability to emit light upon reaction with specific enzymes makes it a useful tool in molecular biology and biochemistry. The compound is also of interest in the study of marine biology and the development of biosensors.

Formula: C₂₆H₂₁N₃O₃

InChI: 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: InChIKey=YHIPILPTUVMWQT-UHFFFAOYSA-N

SMILES: C(C1=C2N(C=C(N1)C3=CC=C(O)C=C3)C(=O)C(CC4=CC=C(O)C=C4)=N2)C5=CC=CC=C5

Synonyms:

• 2-[(4-Hydroxyphenyl)Methyl]-6-(4-Hydroxyphenyl)-8-(Phenylmethyl)-Imdazo[1,2-A]Pyrazin-3-(7H)-One
• 6-(4-Hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]-8-(phenylmethyl)imidazo[1,2-a]pyrazin-3(7H)-one
• 8-Benzyl-2-(4-Hydroxybenzyl)-6-(4-Hydroxyphenyl)Imidazo[1,2-A]Pyrazin-3(7H)-One
• Coelenterazin
• Coelenterazine
• Coelenterazine luciferin
• Coelenterazine ntv
• Imidazo[1,2-a]pyrazin-3(7H)-one, 6-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]-8-(phenylmethyl)-
• Luciferin
• Luciferin (Oplophorus)
• NanoFuel
• Native coelenterazine
• Preluciferin
• Preluciferin (Watasenia)

Coelenterazine, native, Aequorea sp.

CAS: 55779-48-1

Coelenterazine, native, Aequorea sp.

Formula: C₂₆H₂₁N₃O₃

Molecular weight: 423.46

Ref: 02-J66823

8-benzyl-6-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]-7H-imidazo[1,2-a]pyrazin-3-one

CAS: 55779-48-1

Formula: C₂₆H₂₁N₃O₃

Purity: 98%

Color and Shape: Solid

Molecular weight: 423.4632

Ref: IN-DA00I9Y7

Coelenterazine

CAS: 55779-48-1

Coelenterazine

Formula: C₂₆H₂₁N₃O₃

Color and Shape: yellow to brown crystalline powder

Molecular weight: 423.46g/mol

Ref: 54-BIC1018

Coelenterazine

CAS: 55779-48-1

Formula: C₂₆H₂₁N₃O₃

Purity: ≥ 95.0%

Color and Shape: Yellow to brown solid

Molecular weight: 423.46

Ref: 7W-GC8792

Coelenterazine

CAS: 55779-48-1

Coelenterazine

Purity: ≥95%

Molecular weight: 423.46g/mol

Ref: 54-BUP01977

Coelenterazine

CAS: 55779-48-1

Formula: C₂₆H₂₁N₃O₃

Molecular weight: 423.47

Ref: 4Z-C-467001

Coelenterazine

CAS: 55779-48-1

Coelenterazine is a superoxide anion-sensitive chemiluminescent probe.Cost-effective and quality-assured.

Formula: C₂₆H₂₁N₃O₃

Purity: 97.05% - 99.02%

Color and Shape: Yellow Solid

Molecular weight: 423.46

Ref: TM-T6808

Coelenterazine - lyopholised

CAS: 55779-48-1

Coelenterazine is a bio-luminescent substrate of luciferases such as Renilla luciferase (Rluc) and Gaussia luciferase (Gluc). The main applications of Coelenterazine are monitoring of reporter genes and chemiluminescence-based methods for Calcium detection. The substrate is also used in bioluminescence resonance energy transfer (BRET), ELISA, HTS and chemiluminescent detection of superoxide anion and peroxynitritein cells or tissues. About this grade Coelenterazine, native, dried (C-7002): in order to provide milligram and sub-milligram quantities of native Coelenterazine we pre-dissolve the substance; defined amounts of Coelenterazine are subsequently dried under nitrogen in individual vials. Coelenterazine, native, dried is identical in quality and chemistry to our product Coelenterazine, native which is provided as a powder.
Information to the user: since Coelenterazine is sensitive to oxygen, degas your solvents for stock solutions, if possible. To dissolve Coelenterazine, native, dried please proceed as follows. 1) Add the appropriate amount of solvent. If possible through the septum using a needle. Otherwise open the cap with pliers. 2) Vortex the closed vial briefly to completely dissolve the content of the vial. 3) Take out the solution, if possible with a needle through the septum.

Formula: C₂₆H₂₁N₃O₃

Purity: Min. 95 Area-%

Molecular weight: 423.48 g/mol

Ref: 3D-C-7002

Coelenterazine, native

CAS: 55779-48-1

Coelenterazine is the substrate for the enzymes Renilla luciferase, Gaussia luciferase and other luciferase enzymes. Marine organisms like squids, shrimps, fish and jellyfish use coelenterazine to produce spectacular bioluminescence (in analogy with insects which utilize firefly luciferine). Today, coelenterazine is used in numerous applications like immunoassays, ELISA, monitoring of reporter genes, chemiluminescence detection of superoxide anion and peroxynitritein cells or tissues. The substrate is also used in bioluminescence resonance energy transfer (BRET), HTS and protein based methods for Calcium detection. The isolation and structure determination of coelenterazine was reported independently by two different groups in the seventies who discovered the molecule in sea pansy (Renilla reniformis) and in the cnidarian Aequorea victoria, respectively. Interestingly it was also found that the luminescent jellyfish Aequorea victoria does not produce coelenterazine itself but it rather assimilates it through ingestion of small preys like shrimps and copepods.
This product Coelenterazine, native, which is provided as a powder, is identical in quality and chemistry to our product Coelenterazine, native, dried.

Formula: C₂₆H₂₁N₃O₃

Purity: Min. 95 Area-%

Molecular weight: 423.48 g/mol

Ref: 3D-C-7001

Coelenterazine Native (CLZN) ex. Aequorea Sp., 95%

CAS: 55779-48-1

Formula: C₂₆H₂₁N₃O₃

Purity: min 95% by TLC

Color and Shape: Slightly brownish yellow to yellow orange, Crystalline powder

Molecular weight: 423.46

Ref: SR-31104

Coelenterazine, native

Controlled Product

CAS: 55779-48-1

Applications Coelenterazine is a luminophore of the aequorin complex which is oxidized by oxygen to illuminate at 465nm when Ca2+ binds to the complex. Used to measure Ca2+ concentration in cells with high sensitivity an dlarge dynamic range.
References Fluck, R.A., et al.: J. Cell Biol., 115, 1259 (1991), Jones, K., et al.: Trends Biotechnol., 17, 477 (1999), Dubuisson, M.L., et al.: Biochem. Pharmacol., 60, 471 (2000)

Formula: C₂₆H₂₁N₃O₃

Color and Shape: Neat

Molecular weight: 423.46

Ref: TR-C636000