title: Linker dependent chirality of solvent induced self-assembled structures of porphyrin-α-helical peptide conjugates.
abstract: The solvent-promoted aggregation of porphyrins covalently linked to medium length peptides occurs with the formation of chiral supramolecular structures if the peptide chain can adopt an α-helical secondary structure. The circular dichroism spectra of different porphyrin-peptide conjugates show that the chiral arrangement of the porphyrins in the aggregates does not depend on the screw-sense of the peptide helix. Experimental evidence and molecular dynamic simulations suggest that the linker between the porphyrin and the peptide helix is responsible for the overall chirality of supramolecular structures. In particular when the linker is a chiral α-amino acid it is possible to tune the morphology of the chiral aggregates by inverting the configuration of the chiral center.
authors.affiliation: Department of Chemical Sciences, University of Padova, I-35131 Padova, Italy. marina.gobbo@unipd.it.
authors.forename: Francesca
authors.initials: F
authors.lastname: Biscaglia
authors.affiliation: Department of Chemical Sciences, University of Padova, I-35131 Padova, Italy. marina.gobbo@unipd.it.
authors.forename: Elisa
authors.identifier: http://orcid.org/0000-0003-0122-7859
authors.initials: E
authors.lastname: Frezza
authors.affiliation: Department of Chemical Sciences, University of Padova, I-35131 Padova, Italy. marina.gobbo@unipd.it.
authors.forename: Enrico
authors.initials: E
authors.lastname: Zurlo
authors.affiliation: Department of Chemical Sciences, University of Padova, I-35131 Padova, Italy. marina.gobbo@unipd.it and Institute of Biomolecular Chemistry, Padova Unit, C. N. R., I-35131 Padova, Italy.
authors.forename: Marina
authors.identifier: http://orcid.org/0000-0002-6316-0525
authors.initials: M
authors.lastname: Gobbo
mesh_terms: D000595:Amino Acid Sequence; D056004:Molecular Dynamics Simulation; D010455:Peptides / Q000737:chemistry*; D011166:Porphyrins / Q000737:chemistry*; D000072756:Protein Conformation, alpha-Helical; D012997:Solvents / Q000737:chemistry*
chemical_list: D010455:Peptides; D011166:Porphyrins; D012997:Solvents