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. 2002 Jan 9;124(1):58-66.
doi: 10.1021/ja0168460.

"@-Tides": the 1,2-dihydro-3(6H)-pyridinone unit as a beta-strand mimic

Scott T Phillips  1 , Miroslav Rezac, Ulrich Abel, Michael Kossenjans, Paul A Bartlett
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"@-Tides": the 1,2-dihydro-3(6H)-pyridinone unit as a beta-strand mimic

Scott T Phillips et al. J Am Chem Soc. .

Erratum in

  • J Am Chem Soc. 2003 Oct 15;125(41):12666

Abstract

The cyclic amino acid surrogate 1 was designed to mimic the extended conformation of a peptide unit and to provide hydrogen bond donor and acceptor functions conducive to beta-sheet formation. A convenient synthesis of this unit and solution and solid-phase methods for its incorporation into an oligomer alternating with peptide units have been devised. The resulting "@-tides", as these oligomers have been designated, show a high propensity for self-association in comparison to oligopeptides; insights into the structure and dynamical properties of their antiparallel dimers have been obtained by NMR.

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