Synthesis and conformational studies of a hybrid cyclic peptide based on cis-β-furanoid sugar amino acid (FSAA) and ornithine

被引:6
作者
Chandrasekhar, Srivari [1 ]
Saritha, Birudaraju [1 ]
Naresh, Police [2 ]
Udayakiran, Marelli [2 ]
Reddy, Chada Raji [1 ]
Jagadeesh, Bharatam [2 ]
机构
[1] Indian Inst Chem Technol, Organ Div 1, Hyderabad 500007, Andhra Pradesh, India
[2] Indian Inst Chem Technol, Ctr Nucl Magnet Resonance, Hyderabad 500007, Andhra Pradesh, India
关键词
D O I
10.1002/hlca.200890138
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The conformational control of a 14-helix nucleating template, cis-beta-furanoid sugar amino acid (FSAA), over a flexible delta-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.
引用
收藏
页码:1267 / 1276
页数:10
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