Coelenteramide

Coelenteramide
Coelenteramide
Identifiers
PubChem 5326781
Jmol-3D images Image 1
Properties
Molecular formula C25H21N3O3
Molar mass 411.45254
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Coelenteramide is the oxidized product, or oxyluciferin, of the bioluminescent reactions in many marine organisms that utilize coelenterazine. It was first isolated as a blue fluorescent compound from Aequorea victoria after the animals were stimulated to emit light.[1] Under basic conditions, the compound will break down further into coelenteramine and 4-hydroxyphenylacetic acid.

It is an aminopyrazine.[2]

References

  1. ^ Shimomura O, Johnson FH (1975). "Chemical Nature of Bioluminescence Systems in Coelenterates". Pnas USA 72 (4): 1546–1549. doi:10.1073/pnas.72.4.1546. PMC 432574. PMID 236561. http://www.pubmedcentral.nih.gov/articlerender.fcgi?tool=pmcentrez&artid=432574. 
  2. ^ Discovery and Validation of a New Family of Antioxidants: The Aminopyrazine Derivatives. M. L. N. Dubuisson, J.-F. Rees and J. Marchand-Brynaert, Mini-Reviews in Medicinal Chemistry, 2004, 4, 159-165, doi:10.2174/1389557043403927