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C3230

Sigma-Aldrich

Coelenterazine h

solid

Synonym(s):

2-Deoxycoelenterazine, CLZN-h

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About This Item

Empirical Formula (Hill Notation):
C26H21N3O2
CAS Number:
50909-86-9
Molecular Weight:
407.46
MDL number:
MFCD00798394
UNSPSC Code:
12352200
PubChem Substance ID:
329775027
NACRES:
NA.32

form

solid

Quality Level

200

storage temp.

−20°C

SMILES string

Oc1ccc(cc1)C2=CN3C(=O)C(Cc4ccccc4)=NC3=C(Cc5ccccc5)N2

InChI

1S/C26H21N3O2/c30-21-13-11-20(12-14-21)24-17-29-25(22(27-24)15-18-7-3-1-4-8-18)28-23(26(29)31)16-19-9-5-2-6-10-19/h1-14,17,27,30H,15-16H2

InChI key

KAEGGIFPLJZUOZ-UHFFFAOYSA-N

General description

Coelenterazine is an imidazopyrazinone derivative. It is a substrate for bioluminescence in many luminous marine organisms.

Biochem/physiol Actions

10 times higher luminescence intensity than native coelenterazine.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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Coelenterazine-dependent luciferases
Markova S V and Vysotski E S
Biochemistry (Moscow), 80(6), 714-732 (2015)
Yifan Zhang et al.
Scientific reports, 7(1), 7195-7195 (2017-08-05)
Epilepsy is a chronic brain disorder characterized by recurrent seizures due to abnormal, excessive and synchronous neuronal activities in the brain. It affects approximately 65 million people worldwide, one third of which are still estimated to suffer from refractory seizures.
Eva A Naumann et al.
Nature neuroscience, 13(4), 513-520 (2010-03-23)
Existing techniques for monitoring neural activity in awake, freely behaving vertebrates are invasive and difficult to target to genetically identified neurons. We used bioluminescence to non-invasively monitor the activity of genetically specified neurons in freely behaving zebrafish. Transgenic fish with
Md Alamgir Hossain et al.
Cell reports, 29(7), 1934-1945 (2019-11-14)
To evade immunity, many viruses express interferon antagonists that target STAT transcription factors as a major component of pathogenesis. Because of a lack of direct structural data, these interfaces are poorly understood. We report the structural analysis of full-length STAT1
Péter Sok et al.
Structure (London, England : 1993), 28(10), 1101-1113 (2020-07-11)
Mitogen-activated protein kinases (MAPKs) control essential eukaryotic signaling pathways. While much has been learned about MAPK activation, much less is known about substrate recruitment and specificity. MAPK substrates may be other kinases that are crucial to promote a further diversification

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