Synthesis and 12-helical secondary structure of beta-peptides containing (2R,3R)-aminoproline |
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Authors: | Porter Emilie A Wang Xifang Schmitt Margaret A Gellman Samuel H |
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Affiliation: | Department of Chemistry, University of Wisconsin, Madison 53706, USA. |
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Abstract: | [structure: see text] (2R,3R)-Aminoproline, a pyrrolidine-based beta-amino acid, was synthesized and incorporated into hexa-beta-peptide 4. This residue confers water solubility when the ring nitrogen is protonated and allows for 12-helix formation in aqueous solution. Circular dichroism spectra display the 12-helical signature, and 12-helical structure was confirmed by 2D NMR analysis. |
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