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Duplex foldamers from assembly induced folding.

Xiaowu Yang1, Suzana Martinovic, Richard D Smith

  • 1Department of Chemistry, University at Buffalo, The State University of New York, Buffalo, NY 14260, USA.

Journal of the American Chemical Society
|August 14, 2003
PubMed
Summary
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Oligoamide strands designed for polymers unexpectedly formed stable dimeric duplexes. These novel foldamers adopt a folded conformation, challenging initial design expectations for extended structures.

Area of Science:

  • Supramolecular Chemistry
  • Polymer Science
  • Organic Chemistry

Background:

  • Oligoamide strands were designed to form noncovalent polymers.
  • The design anticipated an extended conformation for polymer assembly.
  • Four hydrogen-bond units were incorporated into the oligoamide strands.

Purpose of the Study:

  • To investigate the self-assembly behavior of oligoamide strands 1, 2, and 3.
  • To characterize the structures formed by these oligoamide strands.
  • To understand the conformational preferences driving self-assembly.

Main Methods:

  • 1D and 2D proton nuclear magnetic resonance (1H NMR) spectroscopy.
  • Vapor pressure osmometry (VPO) for molecular weight determination.
  • Electrospray ionization mass spectrometry (ESI-MS) for structural analysis.

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Main Results:

  • A 1:1 mixture of oligoamide strands 1 and 2 formed a highly stable dimeric species.
  • Strands 1 and 2 adopted a folded (stacked) conformation to achieve dimerization.
  • Oligoamide strand 3 self-assembled into a similar folded duplex conformation.
  • The resulting duplex foldamers exhibited significant stability.

Conclusions:

  • Oligoamide strands can form stable dimeric duplexes through folded conformations.
  • The self-assembly outcome deviates from the initial design for extended polymers.
  • These findings introduce novel stable duplex foldamers with potential applications in molecular assembly.