Conformational Studies on Peptides of α‐Aminoxy Acids with Functionalized Side‐Chains |
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| Authors: | Dan Yang Prof Guo‐Jun Liu Yu Hao Dr Wei Li Dr Ze‐Min Dong Dr Dan‐Wei Zhang Prof Nian‐Yong Zhu Dr |
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| Affiliation: | 1. Department of Chemistry, Fudan University, Shanghai 200433 (P.R. China), Fax: (+852)?28592159, Fax: (+8621)?65643576;2. Department of Chemistry, The University of Hong Kong, Pokfulam Road, Hong Kong (P.R. China) |
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| Abstract: | Peptides of homochiral α‐aminoxy acids of nonpolar side chains can form a 1.88‐helix. In this paper, we report the conformational studies of α‐aminoxy peptides 1 , 2 , 3 , which have functionalized side chains, in both nonpolar and polar solvents. 1H NMR, XRD, and FTIR absorption studies confirm the presence of the eight‐membered‐ring intramolecular hydrogen bonds (the N‐O turns) in nonpolar solvents as well as in methanol. CD studies of peptides 1 , 2 , 3 in different solvents indicate that a substantial degree of helical content is retained in methanol and acidic aqueous buffers. The introduction of functionalized side chains in α‐aminoxy peptides provides opportunities for designing biologically active peptides. |
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| Keywords: | circular dichroism conformation analysis helical structures hydrogen bonds peptides |
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