title: Formation of a pseudo-β-hairpin motif utilizing the Ant-Pro reverse turn: consequences of stereochemical reordering.
abstract: Herein, we report a special case of pseudo-β-hairpin formation by tetrapetide sequences featuring a two-membered Ant-Pro dipeptide motif (Ant = anthranilic acid and Pro = proline) at the loop region. These folded structures uniquely feature the presence of C9- and C17-H-bonding patterns at reverse turn and interstrand regions, respectively. Their hairpin nucleation and folding propensities have been expounded using solution and solid state studies of distinct stereochemically altered sequences.
authors.affiliation: Division of Organic Synthesis, National Chemical Laboratory, Dr. Homi Bhabha Road, Pune 411 008, India. gj.sanjayan@ncl.res.in.
authors.forename: Roshna V
authors.initials: RV
authors.lastname: Nair
authors.forename: Amol S
authors.initials: AS
authors.lastname: Kotmale
authors.forename: Snehal A
authors.initials: SA
authors.lastname: Dhokale
authors.forename: Rupesh L
authors.initials: RL
authors.lastname: Gawade
authors.forename: Vedavadi G
authors.initials: VG
authors.lastname: Puranik
authors.forename: Pattuparambil R
authors.initials: PR
authors.lastname: Rajamohanan
authors.forename: Gangadhar J
authors.initials: GJ
authors.lastname: Sanjayan
mesh_terms: D019281:Dimerization; D004151:Dipeptides / Q000138:chemical synthesis / Q000737:chemistry*; D006860:Hydrogen Bonding; D008958:Models, Molecular; D017433:Protein Structure, Secondary; D013237:Stereoisomerism
chemical_list: D004151:Dipeptides