A Nonpeptidic Reverse Turn that Promotes Parallel Sheet Structure Stabilized by CH⋅⋅⋅O Hydrogen Bonds in a Cyclopropane γ-Peptide
Journal article published in 2008 by
Christopher R. Jones 
,
M. Khurram N. Qureshi,
Fiona R. Truscott,
Shang-Te Danny Hsu ,
Angus J. Morrison,
Martin D. Smith
,
M. Khurram N. Qureshi,
Fiona R. Truscott,
Shang-Te Danny Hsu ,
Angus J. Morrison,
Martin D. Smith
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Abstract
(Chemical Equation Presented) A twist of fate: Parallel-turn linkers comprising an amino acid derived alcohol conjoined with an aromatic amide through a flexible linkage adopt reverseturn conformations. Cyclopropane tetra-and hexapeptide analogues form a C-H⋯O hydrogen-bond-stabilized parallel-sheet conformation (see scheme). NMR studies confirm the presence of hydrogen bonds in these structures. © 2008 Wiley-VCH Verlag GmbH and Co. KGaA.