Azacoelenterazine

Non-oxidizable coelenterazine (CTZ) analogue

General

Type : Luciferin,Triazol

Chemical_Nomenclature : 8-benzyl-6-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]-[1,2,4]triazolo[4,3-a]pyrazin-3-one

Canonical SMILES : C1=CC=C(C=C1)CC2=NC(=CN3C2=NN(C3=O)CC4=CC=C(C=C4)O)C5=CC=C(C=C5)O

InChI : InChI=1S\/C25H20N4O3\/c30-20-10-6-18(7-11-20)15-29-25(32)28-16-23(19-8-12-21(31)13-9-19)26-22(24(28)27-29)14-17-4-2-1-3-5-17\/h1-13,16,30-31H,14-15H2

InChIKey : FAFQJYQLYIUGAT-UHFFFAOYSA-N

Other name(s) : VK8,azaCTZ


MW : 424.5

Formula : C25H20N4O3

CAS_number :

PubChem : 163321840

UniChem : FAFQJYQLYIUGAT-UHFFFAOYSA-N

IUPHAR :

Wikipedia :

Target

Families : Azacoelenterazine ligand of proteins in family: Haloalkane_dehalogenase-HLD2

Stucture :

Protein : 9zzzz-AncHLDRLuc2 || renre-luc || 9zzzz-AncHLDRLuc

References (3)

Title : Catalytic mechanism for Renilla-type luciferases - Schenkmayerova_2023_Nat.Catal_6_23
Author(s) : Schenkmayerova A , Toul M , Pluskal D , Baatallah R , Gagnot G , Pinto GP , Santana VT , Stuchla M , Neugebauer P , Chaiyen P , Damborsky J , Bednar D , Janin YL , Prokop Z , Marek M
Ref : Nature Catalysis , 6 :23 , 2023
Abstract : Schenkmayerova_2023_Nat.Catal_6_23
ESTHER : Schenkmayerova_2023_Nat.Catal_6_23
PubMedSearch : Schenkmayerova_2023_Nat.Catal_6_23
PubMedID:
Gene_locus related to this paper: 9zzzz-AncHLDRLuc2 , renre-luc

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 : Gao_2023_ChemCatChem_15_e202300745
ESTHER : Gao_2023_ChemCatChem_15_e202300745
PubMedSearch : Gao_2023_ChemCatChem_15_e202300745
PubMedID:
Gene_locus related to this paper: renre-luc

Title : A catalytic mechanism for Renilla-type bioluminescence - Schenkmayerova_2022_Biorxiv__
Author(s) : Schenkmayerova A , Toul M , Pluskal D , Baatallah R , Gagnot G , Pinto GP , Santana VT , Stuchla M , Neugebauer P , Chaiyen P , Damborsky J , Bednar D , Janin YL , Prokop Z , Marek M
Ref : Biorxiv , : , 2022
Abstract : Schenkmayerova_2022_Biorxiv__
ESTHER : Schenkmayerova_2022_Biorxiv__
PubMedSearch : Schenkmayerova_2022_Biorxiv__
PubMedID:
Gene_locus related to this paper: 9zzzz-AncHLDRLuc2 , renre-luc