Trifluoroacetylated tyrosine-rich D-tetrapeptides have potent antioxidant activity(571 views) Sandomenico A, Severino V, Apone F, De Lucia A, Caporale A, Doti N, Russo A, Russo R, Rega C, Del Giacco T, Falcigno L, Ruvo M, Chambery A
Istitute of Biostructures and Bioimaging, CNR, via Mezzocannone 16, 80134 Naples, Italy; Centro Interuniversitario di Ricerca sui Peptidi Bioattivi (CIRPeB), via Mezzocannone 16, 80134 Naples, Italy., Department of Environmental, Biological and Pharmaceutical Sciences and Technologies, Universita della Campania Luigi Vanvitelli, via Vivaldi, 43, 80100 Caserta, Italy., Arterra Biosciences srl, via B. Brin 69, 80142 Naples, Italy., Department of Pharmacy, University of Naples Federico II, via Mezzocannone, 16, 80134 Naples, Italy., Department of Biological Chemistry and Biotechnology, University of Perugia, via Elce di Sotto 8, 06123 Perugia, Italy., Istitute of Biostructures and Bioimaging, CNR, via Mezzocannone 16, 80134 Naples, Italy; Centro Interuniversitario di Ricerca sui Peptidi Bioattivi (CIRPeB), via Mezzocannone 16, 80134 Naples, Italy; Department of Pharmacy, University of Naples Federico II, via Mezzocannone, 16, 80134 Naples, Italy., Istitute of Biostructures and Bioimaging, CNR, via Mezzocannone 16, 80134 Naples, Italy; Centro Interuniversitario di Ricerca sui Peptidi Bioattivi (CIRPeB), via Mezzocannone 16, 80134 Naples, Italy. Electronic address: mruvo@yahoo.com., Department of Environmental, Biological and Pharmaceutical Sciences and Technologies, Universita della Campania Luigi Vanvitelli, via Vivaldi, 43, 80100 Caserta, Italy. Electronic address: angela.chambery@unina2.it.,
References: Not available.
Trifluoroacetylated tyrosine-rich D-tetrapeptides have potent antioxidant activity
The term "oxidative stress" indicates a set of chemical reactions unleashed by a disparate number of events inducing DNA damage, lipid peroxidation, protein modification and other effects, which are responsible of altering the physiological status of cells or tissues. Excessive Reactive Oxygen Species (ROS) levels may accelerate ageing of tissues or induce damage of biomolecules thus promoting cell death or proliferation in dependence of cell status and of targeted molecules. In this context, new antioxidants preventing such effects may have a relevant role as modulators of cell homeostasis and as therapeutic agents. Following an approach of peptide libraries synthesis and screening by an ORACFL assay, we have isolated potent anti-oxidant compounds with well-defined structures. Most effective peptides are N-terminally trifluoroacetylated (CF3) and have the sequence tyr-tyr-his-pro or tyr-tyr-pro-his. Slight changes in the sequence or removal of the CF3 group strongly reduced antioxidant ability, suggesting an active role of both the fluorine atoms and of peptide structure. We have determined the NMR solution structures of the active peptides and found a common structural motif that could underpin the radical scavenging activity. The peptides protect keratinocytes from exogenous oxidation, thereby from potential external damaging cues, suggesting their use as skin ageing protectant and as cell surviving agents.
Trifluoroacetylated tyrosine-rich D-tetrapeptides have potent antioxidant activity