4.8 Article

Amphipathic α-Helix Mimetics Based on a 1,2-Diphenylacetylene Scaffold

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ORGANIC LETTERS
卷 15, 期 13, 页码 3234-3237

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AMER CHEMICAL SOC
DOI: 10.1021/ol401197n

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  1. University of Maryland School of Pharmacy
  2. University of Maryland CADD Center
  3. Division Of Chemistry
  4. Direct For Mathematical & Physical Scien [0823198] Funding Source: National Science Foundation

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In order to mimic amphipathic alpha-helices, a novel scaffold based on a 1,2-diphenylacetylene was designed. NMR and computational modeling confirmed that an intramolecular hydrogen bond favors conformations of the 1,2-diphenylacetylene that allow for accurate mimicry of the i, i + 7 and i + 2, i + 5 side chains found on opposing faces of an alpha-helix.

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