Synthesis and Conformational Studies of a Hybrid Cyclic Peptide Based on cis‐β‐Furanoid Sugar Amino Acid (FSAA) and Ornithine |
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| Authors: | Srivari Chandrasekhar Birudaraju Saritha Police Naresh Marelli Udayakiran Chada Raji?Reddy Bharatam Jagadeesh |
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| Institution: | 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) |
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| 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. |
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| Keywords: | Peptides cis‐β ‐Furanoid sugar amino acid (FSAA) Hydrogen bonds Ornithine |
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