Alkoxyamine-Gly-Pro-Va
Alkoxyamine linked to a peptide substrate recognized by A. fumigatus-secreted dipeptidyl peptidase. Stable prodrug prior to enzymatic activation. Ensuing peptide cleavage and spontaneous homolysis give a stable nitroxide and a reactive alkyl radical moiety
General
Chemical_Nomenclature :
Canonical SMILES : C1CCN([C@@H]1C(=O)NC2=CC=C(C=C2)C(ON3C(CCCC3(C)C)(C)C)C)C(CN)=O
InChI : InChI=1S\/C24H38N4O3\/c1-17(31-28-23(2,3)13-7-14-24(28,4)5)18-9-11-19(12-10-18)26-22(30)20-8-6-15-27(20)21(29)16-25\/h9-12,17,20H,6-8,13-16,25H2,1-5H3,(H,26,30)\/t17?,20-\/m0\/s1
InChIKey : DPKIKIGLIOKRCK-OZBJMMHXSA-N
Other name(s) :
Target
Structures : No structure
Families : DPP4N_Peptidase_S9
References (1)
| Title : Pathogen Enzyme-Mediated Alkoxyamine Homolysis as a Killing Mechanism of Aspergillus fumigatus - Filliatre_2025_J.Fungi.(Basel)_11_503 |
| Author(s) : Filliatre M , Voisin P , Seren S , Kelkoul I , Glehen O , Mellet P , Thetiot-Laurent S , Menotti J , Marque SRA , Audran G , Bentaher A |
| Ref : J Fungi (Basel) , 11 :503 , 2025 |
| Abstract : |
| PubMedSearch : Filliatre_2025_J.Fungi.(Basel)_11_503 |
| PubMedID: 40985416 |