A synthetic bioluminescent luciferin
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Coelenterazine h

Item No. 16894

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
6-(4-hydroxyphenyl)-2,8-bis(phenylmethyl)-imidazo[1,2-a]pyrazin-3(7H)-one
CAS Number
50909-86-9
Synonyms
  • 2-deoxy Coelenterazine
  • Luciferin (Renilla)
Molecular Formula
C26H21N3O2
Formula Weight
407.5
Purity
≥95%
Emission
466 nm
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
Ethanol: 0.5 mg/mlMethanol: 0.5 mg/ml
λmax
260, 345, 439 nm
SMILES
OC1=CC=C(C2=CN3C(N=C(CC4=CC=CC=C4)C3=O)=C(CC5=CC=CC=C5)N2)C=C1
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $116

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    1 mg

    $151

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    5 mg

    $636

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    Product Description

    Coelenterazine (Item No. 16123) is a luciferin, a light-emitting biomolecule that serves as a substrate for luciferases or as a constituent of photoproteins, including aequorin.1 Coelenterazine can be used to reconstitute the aequorin complex both in vivo and in vitro, emitting blue light when bound to calcium ions. Coelenterazine h is a synthetic derivative of native coelenterazine that exhibits 16-fold higher luminescence intensity (emission maximum ~466 nm; half-total time of 0.6-1.2 sec) than native coelenterazine.2 Aequorin complexes reconstituted with coelenterazine h are reported to be more sensitive to calcium ions than those employing the native constituent, providing a useful indicator for small changes in Ca2+ concentrations.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sabnis, R.W. Handbook of biological dyes and stains: Synthesis and industrial applications. (2010).

    2. Teranishi, K., and Shimomura, O. Coelenterazine analogs as chemiluminescent probe for superoxide anion. Anal. Biochem. 249(1), 37-43 (1997).

    3. Shimomura, O., Kishi, Y., and Inouye, S. The relative rate of aequorin regeneration from apoaequorin and coelenterazine analogues. Biochem. J. 296(Pt 3), 549-551 (1993).

    Product Citations

    Slosky, L.M., Bai, Y., Toth, K., et al. β-Arrestin-biased allosteric modulator of NTSR1 selectively attenuates addictive behaviors. Cell 181(6), 1364-1379.e1314 (2020).

    Gomez, J.L., Ventriglia, E.N., Frangos, Z.J., et al. A µ-opioid receptor superagonist analgesic with minimal adverse effects. Nature 652(8112), 1393-1404 (2026).