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http://dr.iiserpune.ac.in:8080/xmlui/handle/123456789/1491| Title: | Water-Induced Switching of β-Structure to Polyproline II Conformation in the 4S-Aminoproline Polypeptide via H-Bond Rearrangement |
| Authors: | Sonar, Mahesh V. GANESH, KRISHNA N. Dept. of Chemistry |
| Keywords: | Unfolded proteins Electron transport Polyproline peptides Stereospecific intramolecular 2010 |
| Issue Date: | Nov-2010 |
| Publisher: | American Chemical Society |
| Citation: | Organic Letters, 12(23). |
| Abstract: | 4S-Aminoproline polypeptide 2 forms unusual β-structure in trifluoroethanol that switches to the polyproline II (PPII) form in aqueous medium, while 4R-aminoproline peptide 1 retains PPII form in both solvents. This first instance of a polyproline derivative showing a β-structure is attributed to competitive pH-dependent (4-NH3+/NH2) stereoelectronic effect (4R vs 4S) and the overriding importance of stereospecific intra/intermolecular H-bonding in (2,4)-cis-4S-aminoproline in contrast to (2,4)-trans-4R-aminoproline oligomers. |
| URI: | http://dr.iiserpune.ac.in:8080/xmlui/handle/123456789/1491 https://doi.org/10.1021/ol1021993 |
| ISSN: | 1523-7060 1523-7052 |
| Appears in Collections: | JOURNAL ARTICLES |
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