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Encapsulation Induces Helical Folding of Alkanes

Authors

  • Alessandro Scarso,

    1. The Skaggs Institute for Chemical Biology and Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA, USA, Fax: (+1) 858-784-2876
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    • These authors contributed equally to this work.

  • Laurent Trembleau,

    1. The Skaggs Institute for Chemical Biology and Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA, USA, Fax: (+1) 858-784-2876
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    • These authors contributed equally to this work.

  • Julius Rebek Jr. Prof.

    1. The Skaggs Institute for Chemical Biology and Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA, USA, Fax: (+1) 858-784-2876
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  • We thank E. Bosa for valuable advice on NMR experiments. We are grateful to the Skaggs Institute for Research, the NASA Astrobiology Institute, and the National Institutes of Health (GM 50174) for financial support. L.T. and A.S. are Skaggs Postdoctoral Fellows.

Abstract

original image

Doing the twist: Incorporation of long hydrocarbons during the self-assembly of a cylindrical capsule containing an elongated cavity lined with eight benzene rings and additional π surfaces induces helical conformations of the chains so that they are fully encapsulated within the cavity (see picture).

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