Single-Site Modifications and Their Effect on the Folding Stability of m-Phenylene Ethynylene Oligomers
- 21 February 2004
- journal article
- research article
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 6 (6) , 889-892
- https://doi.org/10.1021/ol036376+
Abstract
The folded structure of a m-phenylene ethynylene oligomer is tolerant to single-site modifications to both the backbone sequence and end groups. The helical structure is reinforced by multiple noncovalent interactions, allowing the oligomer sequence to be customized without a significant change in stability in most cases. The small changes that are observed are consistent with the expected behavior of π-stacked systems and demonstrate subtle control over folding through single-site modifications.Keywords
This publication has 10 references indexed in Scilit:
- Theoretical Study of Helix Formation in Substituted Phenylene Ethynylene OligomersThe Journal of Organic Chemistry, 2003
- Hydrogen bonding in noncovalent synthesis: selectivity and the directed organization of molecular strandsTetrahedron, 2001
- Foldamer-Based Molecular RecognitionJournal of the American Chemical Society, 2000
- Twist Sense Bias Induced by Chiral Side Chains in Helically Folded OligomersAngewandte Chemie International Edition in English, 2000
- Designed molecules that fold to mimic protein secondary structuresCurrent Opinion in Chemical Biology, 1999
- Cooperative Conformational Transitions in Phenylene Ethynylene Oligomers: Chain-Length DependenceJournal of the American Chemical Society, 1999
- Foldamers: A ManifestoAccounts of Chemical Research, 1998
- Solvophobically Driven Folding of Nonbiological OligomersScience, 1997
- Why are enzymes so big?Trends in Biochemical Sciences, 1984
- On the nature of allosteric transitions: A plausible modelJournal of Molecular Biology, 1965