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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
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)
Abstract:The conformational control of a 14‐helix nucleating template, cisβ‐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
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