@article{d1e090e781764b8188531306fefaddb4,
title = "Synthesis and evaluation of α-helix mimetics based on a trans-fused polycyclic ether: sequence-selective binding to aspartate pairs in α-helical peptides",
abstract = "Inspired by the topological similarity between ladder-like cyclic ether skeletons and α-helical peptides, a trans-fused 6/6/6/6 tetracyclic ether containing two hydroxyl groups separated by a distance of 4.8 {\AA} was designed as a scaffold for a nonpeptidic α-helix mimetic. Two alkyl guanidinium groups were attached to the hydroxyl groups to develop a synthetic receptor for the specific recognition of i + 4 spaced aspartate pairs on the surface of an α-helical peptide. A circular dichroism (CD) titration showed that this mode of molecular recognition stabilizes α-helical structures of peptides containing i + 4 spaced aspartate pairs.",
keywords = "Molecular recognition, Polycyclic ether, Scaffold, α-Helix mimetic",
author = "Hiroki Oguri and Shintaro Tanabe and Akifumi Oomura and Mitsuo Umetsu and Masahiro Hirama",
note = "Funding Information: The authors thank Professor M. Inoue (Tohoku University) for valuable suggestions about the synthesis of 18 and Professor K. Tsumoto (The University of Tokyo) for insightful discussions about interactions of trans-fused cyclic ethers with proteins. This work was supported by the Core Research for Evolutional Science and Technology (CREST) and Solution Oriented Research for Science and Technology (SORST) programs of the Japan Science and Technology Agency (JST), and by a Grant-in-Aid for Scientific Research (S) from the Japan Society for the Promotion of Science (JSPS). Copyright: Copyright 2008 Elsevier B.V., All rights reserved.",
year = "2006",
month = aug,
day = "7",
doi = "10.1016/j.tetlet.2006.05.170",
language = "English",
volume = "47",
pages = "5801--5805",
journal = "Tetrahedron Letters",
issn = "0040-4039",
publisher = "Elsevier Limited",
number = "32",
}