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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

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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Jing Liu et al.
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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
Coelenterazine-dependent luciferases
Markova S V and Vysotski E S
Biochemistry (Moscow), 80(6), 714-732 (2015)
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
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.
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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