Water-Induced Switching of β-Structure to Polyproline II Conformation in the 4S-Aminoproline Polypeptide via H-Bond Rearrangement

Sonar, Mahesh V.; GANESH, KRISHNA N.

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dc.contributor.author	Sonar, Mahesh V.	en_US
dc.contributor.author	GANESH, KRISHNA N.	en_US
dc.date.accessioned	2019-01-21T10:29:25Z
dc.date.available	2019-01-21T10:29:25Z
dc.date.issued	2010-11	en_US
dc.identifier.citation	Organic Letters, 12(23).	en_US
dc.identifier.issn	1523-7060	en_US
dc.identifier.issn	1523-7052	en_US
dc.identifier.uri	http://dr.iiserpune.ac.in:8080/xmlui/handle/123456789/1491
dc.identifier.uri	https://doi.org/10.1021/ol1021993	en_US
dc.description.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.	en_US
dc.language.iso	en	en_US
dc.publisher	American Chemical Society	en_US
dc.subject	Unfolded proteins	en_US
dc.subject	Electron transport	en_US
dc.subject	Polyproline peptides	en_US
dc.subject	Stereospecific intramolecular	en_US
dc.subject	2010	en_US
dc.title	Water-Induced Switching of β-Structure to Polyproline II Conformation in the 4S-Aminoproline Polypeptide via H-Bond Rearrangement	en_US
dc.type	Article	en_US
dc.contributor.department	Dept. of Chemistry	en_US
dc.identifier.sourcetitle	Organic Letters	en_US
dc.publication.originofpublisher	Foreign	en_US