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C2230

Sigma-Aldrich

Coelenterazine, native

solid

Synonym(s):
3,2-Dihydro-2-(p-hydroxybenzyl)-6-(p-hydroxyphenyl)-8-benzylimidazolo[1,2-a]pyrazin-3-one, CLZN
Empirical Formula (Hill Notation):
C26H21N3O3
CAS Number:
Molecular Weight:
423.46
MDL number:
PubChem Substance ID:
NACRES:
NA.32

assay

≥95% (TLC)

Quality Level

form

solid

solubility

methanol and ethanol: soluble

storage temp.

−20°C

SMILES string

Oc1ccc(CC2=NC3=C(Cc4ccccc4)NC(=CN3C2=O)c5ccc(O)cc5)cc1

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

General description

Coelenterazine is a luciferin molecule, which is utilized by several luciferases, such as RenillaOplophorus and Periphylla.

Application

Coelenterazine, native was used:-
  • For Aequorin assays
  • For measuring the intracellular calcium concentration in response to ionomycin or PMA using aequorin in COS-7 cells
  • In Bioluminescence imaging for analysing the presence of virus-dependent luciferase activity

Biochem/physiol Actions

Luminophore of the aequorin complex which is oxidized by oxygen to illuminate at 465 nm when Ca2+ binds to the complex; used to measure Ca2+ concentration in cells with high sensitivity and large dynamic range.

Caution

Protect from exposure to light

Hazard Statements

Precautionary Statements

Hazard Classifications

Aquatic Chronic 4

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

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Certificate of Origin

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