Synthesis and Conformational Studies of a Hybrid Cyclic Peptide Based on cis‐β‐Furanoid Sugar Amino Acid (FSAA) and Ornithine |
| |
Authors: | Srivari Chandrasekhar Birudaraju Saritha Police Naresh Marelli Udayakiran Chada Raji Reddy Bharatam Jagadeesh |
| |
Affiliation: | 1. Organic Division‐I, Indian Institute of Chemical Technology, Tarnaka, Hyderabad 500007, India;2. Centre for Nuclear Magnetic Resonance, Indian Institute of Chemical Technology, Tarnaka, Hyderabad 500007, India (fax: (+)91‐40‐27160?512) |
| |
Abstract: | The conformational control of a 14‐helix nucleating template, cis‐β‐furanoid sugar amino acid (FSAA), over a flexible δ‐amino acid, ornithine is studied in a FSAA‐ornithine cyclic tetrapeptide. Extensive NMR and MD studies reveal that the cyclic peptide adopts a three‐dimentional bowl‐shape cavity, which promotes six‐ and seven‐membered intra‐ and inter‐residue H‐bonding, in polar and non‐polar solvents, respectively. |
| |
Keywords: | Peptides cis‐β ‐Furanoid sugar amino acid (FSAA) Hydrogen bonds Ornithine |
|
|