6533b829fe1ef96bd128adf4

RESEARCH PRODUCT

Self-Ordering Secondary Structure of d- and l-Arginine-Derived Polyamidoamino Acids

Nicolò MauroAlessio TerenziFabio GanazzoliElisabetta RanucciGiuseppina RaffainiF. LazzariAmedea ManfrediJenny AlongiPaolo Ferruti

subject

Materials Chemistry2506 Metals and AlloysMaterials scienceArgininePolymers and PlasticsStereochemistry02 engineering and technologyOrganic Chemistry; Polymers and Plastics; Inorganic Chemistry; Materials Chemistry2506 Metals and Alloys010402 general chemistry01 natural sciencesSpectral lineInorganic Chemistrychemistry.chemical_compoundMaterials ChemistryProtein secondary structurechemistry.chemical_classificationOrganic ChemistryPolymer021001 nanoscience & nanotechnology0104 chemical scienceschemistryChiral polymers polyamidoamino acids interpenetrating peptides self-structured polymersIonic strengthIntramolecular forceAcrylamide0210 nano-technologySelf ordering

description

This paper reports on synthesis, acid–base properties and pH-dependent structuring in water of d-, l- and d,l-ARGO7, bioinspired polymers obtained by polyaddition of the corresponding arginine stereoisomers with N,N′-methylenebis(acrylamide). The circular dichroism spectra of d- and l-ARGO7 showed a peak at 228 nm and quickly and reversibly responded to pH changes, but were nearly unaffected by temperature, ionic strength, and denaturating agents. Theoretical modeling studies of L-ARGO7 showed that it assumed a folded structure. Intramolecular interactions led to transoid arrangements of the main chain reminiscent of the protein hairpin motif. Torsion angles showed a quite similar distribution at pH 6 and 14 consistent with the similarity of the CD spectra from pH 6 upward.

10.1021/acsmacrolett.7b00492http://hdl.handle.net/10447/240593