title: Structural and morphological diversity of self-assembled synthetic γ-amino acid containing peptides.
abstract: Regulating the nanostructural morphology of synthetic hybrid peptides through external stimuli is still a great challenge. Here, we report the synthesis of constrained amino acid building block gabapentin (Gpn) based hybrid peptides and their structural and morphological diversity in different conditions. The synthesized three hybrid peptides Boc-Gpn-Aib-Phe-Aib-OMe (P), Boc-Gpn-Aib-Leu-Aib-OMe (P) and Boc-Gpn-Aib-Tyr-Aib-OMe (P) are folded into C12/C10 hydrogen-bonded double turn conformations. The double turn feature is probed and confirmed by conformational analysis of hybrid peptides using 2D-NMR studies and X-ray crystallography. DMSO-d6 solvent titration investigations also support the double turn conformation adopted by our reported peptides in CDCl3 solution. Solvent assisted self-assembled morphological features of peptides P-P and the salt-prompted mineralization studies of peptide P under ambient conditions are studied. All three reported peptides P-P form diverse supramolecular scaffolds in solid states through non-covalent interactions to attain higher order architectures.
authors.affiliation: Department of Chemistry, Indian Institute of Technology Indore, Indore 452020, India. apurba.das@iiti.ac.in.
authors.forename: Maruthi
authors.initials: M
authors.lastname: Konda
authors.affiliation: Université de Bordeaux, UMS3033, Institut Européen de Chimie et Biologie (IECB), 2 rue Escarpit, 33600 Pessac, France.
authors.forename: Brice
authors.initials: B
authors.lastname: Kauffmann
authors.affiliation: Department of Chemistry, Indian Institute of Technology Indore, Indore 452020, India. apurba.das@iiti.ac.in.
authors.forename: Dnyaneshwar B
authors.initials: DB
authors.lastname: Rasale
authors.affiliation: Department of Chemistry, Indian Institute of Technology Indore, Indore 452020, India. apurba.das@iiti.ac.in.
authors.forename: Apurba K
authors.initials: AK
authors.lastname: Das
mesh_terms: D000588:Amines / Q000737:chemistry; D000596:Amino Acids / Q000737:chemistry*; D018360:Crystallography, X-Ray; D003509:Cyclohexanecarboxylic Acids / Q000737:chemistry; D000077206:Gabapentin; D006860:Hydrogen Bonding; D008958:Models, Molecular; D015394:Molecular Structure; D009842:Oligopeptides / Q000138:chemical synthesis* / Q000737:chemistry; D010316:Particle Size; D013499:Surface Properties; D005680:gamma-Aminobutyric Acid / Q000737:chemistry
chemical_list: D000588:Amines; D000596:Amino Acids; D003509:Cyclohexanecarboxylic Acids; D009842:Oligopeptides; D005680:gamma-Aminobutyric Acid; D000077206:Gabapentin