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C3355

Sigma-Aldrich

Coelenterazine hcp

≥95% (HPLC), solid

Synonym(s):

CLZN-hcp

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About This Item

Empirical Formula (Hill Notation):
C25H25N3O2
CAS Number:
123437-32-1
Molecular Weight:
399.48
MDL number:
MFCD03453204
UNSPSC Code:
12352204
PubChem Substance ID:
24892609
NACRES:
NA.83

product name

Coelenterazine hcp, solid

Assay

≥95% (HPLC)

Quality Level

200

form

solid

solubility

methanol: 1 mg/mL, clear, yellow to orange

storage temp.

−20°C

SMILES string

Oc1ccc(cc1)C2=CN3C(=O)C(Cc4ccccc4)=NC3=C(CC5CCCC5)N2

InChI

1S/C25H25N3O2/c29-20-12-10-19(11-13-20)23-16-28-24(21(26-23)14-17-8-4-5-9-17)27-22(25(28)30)15-18-6-2-1-3-7-18/h1-3,6-7,10-13,16-17,26,29H,4-5,8-9,14-15H2

InChI key

YEGCUOQUFAXCMK-UHFFFAOYSA-N

General description

Coelenterazine hcp is a semisynthetic analog of coelenterazine.

Application

Coelenterazine hcp has been used:
  • as a component of coelenterazine reagent in the reporter assay
  • in the purification of Renilla luciferase-labeled Annexin V
  • in evaluating the activity of aequorin in Escherichia coli

Biochem/physiol Actions

Coelenterazine hcp has 190 times higher luminescence intensity than native coelenterazine and a faster response time than native coelenterazine.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Mehdi Zeinoddini et al.
Photochemistry and photobiology, 86(5), 1071-1075 (2010-07-29)
An aequorin-based Escherichia coli strain JM109 biosensor was constructed and characterized for its potential to detect toluene and related compounds in aqueous solutions. The biosensor was constructed based on a PGL2 plasmid carrying the lower pathway promoter (Pu) of the
Sarah E Webb et al.
Molecular reproduction and development, 82(7-8), 563-586 (2014-01-03)
In this review, we take a retrospective look at the discovery and utilization of the Ca(2+) -sensitive bioluminescent protein complex, aequorin. We do consider the contribution it has made to our understanding of the natural phenomenon of bioluminescence, but it
Mahboobeh Nazari et al.
The Analyst, 137(21), 5062-5070 (2012-09-25)
The Ca(2+)-dependent binding of Annexin V to phosphatidylserine on cell surfaces is a reliable marker for apoptosis that is widely used in flow cytometry based apoptosis assays. In this paper, we report a new class of Annexin V-based probes for
Hui Zhao et al.
Molecular imaging, 3(1), 43-54 (2004-05-15)
In vivo imaging of bioluminescent reporters relies on expression of light-emitting enzymes, luciferases, and delivery of chemical substrates to expressing cells. Coelenterazine (CLZN) is the substrate for a group of bioluminescent enzymes obtained from marine organisms. At present, there are
Xingfeng Liu et al.
Methods in molecular biology (Clifton, N.J.), 1344, 275-286 (2015-11-02)
Nodal and BMPs play critical roles in germ layer induction and patterning in early zebrafish embryos. Smad2/3 and Smad1/5/8 are intracellular effectors of Nodal and BMPs, respectively. These Smads regulate, in cooperation with other factors, transcription of hundreds of target
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