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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:
Molecular Weight:
407.46
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.32

form

solid

Quality Level

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

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


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Coelenterazine-dependent luciferases
Markova S V and Vysotski E S
Biochemistry (Moscow), 80(6), 714-732 (2015)
Jing Liu et al.
Frontiers in plant science, 11, 583584-583584 (2020-12-18)
Cereal cyst nematodes are sedentary biotrophic endoparasites that secrete effector proteins into plant tissues to transit normal cells into specialized feeding sites and suppress plant defenses. To understand the function of nematode effectors in Heterodera avenae, here, we identified a
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
Lauren G Falkenberg et al.
Disease models & mechanisms, 14(5) (2021-05-25)
The pathology of primary ciliary dyskinesia (PCD) is predominantly attributed to impairment of motile cilia. However, PCD patients also have perplexing functional defects in myeloid cells, which lack motile cilia. Here, we show that coiled-coil domain-containing protein 103 (CCDC103), one

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