Coelenterazine
Luciferase from Renilla reniformis (RLuc) catalyzes the degradation of coelenterazine in the presence of molecular oxygen, resulting in the product coelenteramide, carbon dioxide, and the desired photon of light (EC 1.13.12.5). This enzyme belongs to the Haloalkane dehalogenase family II with a different catalytic function (EC 3.8.1.5) Reconstruction of an ancestral enzyme shows it has both hydrolase and monooxygenase activities ( Chaloupkova et al.)
General
Chemical_Nomenclature : N-[2-benzyl-6-(4-oxocyclohexa-2,5-dien-1-ylidene)-1H-pyrazin-3-yl]-2-(4-hydroxyphenyl)acetamide
Canonical SMILES : C1=CC=C(C=C1)CC2=C(N=CC(=C3C=CC(=O)C=C3)N2)NC(=O)CC4=CC=C(C=C4)O
InChI : InChI=1S\/C25H21N3O3\/c29-20-10-6-18(7-11-20)15-24(31)28-25-22(14-17-4-2-1-3-5-17)27-23(16-26-25)19-8-12-21(30)13-9-19\/h1-13,16,27,29H,14-15H2,(H,28,31)
InChIKey : YHIPILPTUVMWQT-UHFFFAOYSA-N
Other name(s) : Oplophorus luciferin || 55779-48-1 || CLZN || CTZ || Coelenterazine ,native
MW : 423.46
Formula : C26H21N3O3
CAS_number :
PubChem : 2830
UniChem : YHIPILPTUVMWQT-UHFFFAOYSA-N
Wikipedia : Coelenterazine
Target
Structures : No structure
Families : Haloalkane_dehalogenase-HLD2
References (5)
| Title : Automated Engineering Protein Dynamics via Loop Grafting: Improving Renilla Luciferase Catalysis - Planas-Iglesias_2025_ACS.Catal_15_3391 |
| Author(s) : Planas-Iglesias J , Majerova M , Pluskal D , Vasina M , Damborsky J , Prokop Z , Marek M , Bednar D |
| Ref : ACS Catal , 15 :3391 , 2025 |
| Abstract : |
| PubMedSearch : Planas-Iglesias_2025_ACS.Catal_15_3391 |
| PubMedID: |
| Gene_locus related to this paper: 9zzzz-AncFT7 , 9zzzz-AncHLDRLuc2 |
| Title : Deciphering Enzyme Mechanisms with Engineered Ancestors and Substrate Analogues - Gao_2023_ChemCatChem_15_e202300745 |
| Author(s) : Gao T , Damborsky J , Janin YL , Marek M |
| Ref : ChemCatChem , 15 :e202300745 , 2023 |
| Abstract : |
| PubMedSearch : Gao_2023_ChemCatChem_15_e202300745 |
| PubMedID: |
| Gene_locus related to this paper: renre-luc |
| Title : Light-Emitting Dehalogenases: Reconstruction of Multifunctional Biocatalysts - Chaloupkova_2019_ACS.Catal_9_48103 |
| Author(s) : Chaloupkova, R , Liskova V , Tool M , Markova K , Sebestova E , Hernychova L , Marek M , Pinto GP , Pluskal D , Waterman J , Prokop Z , Damborsky J |
| Ref : ACS Catal , 9 :4810 , 2019 |
| Abstract : |
| PubMedSearch : Chaloupkova_2019_ACS.Catal_9_48103 |
| PubMedID: |
| Gene_locus related to this paper: 9zzzz-AncHLDRLuc2 , 9zzzz-AncHLDRLuc , renre-luc |
| Title : Structure-function studies on the active site of the coelenterazine-dependent luciferase from Renilla - Woo_2008_Protein.Sci_17_725 |
| Author(s) : Woo J , Howell MH , von Arnim AG |
| Ref : Protein Science , 17 :725 , 2008 |
| Abstract : |
| PubMedSearch : Woo_2008_Protein.Sci_17_725 |
| PubMedID: 18359861 |
| Gene_locus related to this paper: renre-luc |
| Title : Crystal structures of the luciferase and green fluorescent protein from Renilla reniformis - Loening_2007_J.Mol.Biol_374_1017 |
| Author(s) : Loening AM , Fenn TD , Gambhir SS |
| Ref : Journal of Molecular Biology , 374 :1017 , 2007 |
| Abstract : |
| PubMedSearch : Loening_2007_J.Mol.Biol_374_1017 |
| PubMedID: 17980388 |
| Gene_locus related to this paper: renre-luc |