Controlling the sign and magnitude of screw-sense preference from the C-terminus of an achiral helical foldamerElectronic supplementary information (ESI) available: Full experimental details and spectroscopic information. CCDC 994389. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c4cc03261f

The global screw-sense preference of an achiral helical oligomer may be controlled by a single chiral monomer located at one terminus. Remarkably, maximal control is induced in oligomers of the achiral quaternary amino acid Aib by a single C-terminal alaninamide residue, probably because the Ala sid...

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Main Authors: Le Bailly, Bryden A. F, Clayden, Jonathan
Format: Article
Language:English
Online Access:Get full text
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Summary:The global screw-sense preference of an achiral helical oligomer may be controlled by a single chiral monomer located at one terminus. Remarkably, maximal control is induced in oligomers of the achiral quaternary amino acid Aib by a single C-terminal alaninamide residue, probably because the Ala side chain, though small, is compatible with a 3 10 helical conformation. The presence or absence of a C-terminal hydrogen bond donor determines the screw sense of the entire oligomer. The global screw-sense preference of an achiral helical oligomer is best controlled from its C-terminus by a single Ala monomer.
ISSN:1359-7345
1364-548X
DOI:10.1039/c4cc03261f