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Safety Information

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

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About This Item

Empirical Formula (Hill Notation):
C26H21N3O3
CAS Number:
55779-48-1
Molecular Weight:
423.46
MDL number:
MFCD00467176
UNSPSC Code:
12352200
PubChem Substance ID:
24892477
NACRES:
NA.32

Assay

≥95% (TLC)

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 Renilla, Oplophorus and Periphylla.[1]

Application

Coelenterazine, native was used:-
  • For Aequorin assays[2]
  • For measuring the intracellular calcium concentration in response to ionomycin or PMA using aequorin in COS-7 cells[3]
  • In Bioluminescence imaging for analysing the presence of virus-dependent luciferase activity[4]

Biochem/physiol Actions

Luminophore of the aequorin complex used to measure Ca2+ concentration.
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

Storage Class Code

11 - 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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

C2230-50UG-PW:
C2230-50UG:
C2230-25UG:
C2230-BULK:
C2230-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
SLCN6966
SLCJ2582
SLCH3617
SLCC5466
SLCC3993

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Sigma-Aldrich

407952

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