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Enhanced shape-selective recognition of anion guests through complexation-induced organization of porphyrin hosts.

ABSTRACT: We present a fortuitous discovery of enhanced shape-selective recognition of anion guests that stems from a complexation-induced conformational change in porphyrin hosts upon anion binding. Porphyrin hosts reported here exist in a conformation that is not favorable to guest binding. Anions that bind strongly are those that can induce a conformational change in the host to allow guest binding. Furthermore, guests that mimic the shape of the newly formed pocket bind the strongest.

SUBMITTER: Wienkers M

PROVIDER: S-EPMC3313493 | biostudies-literature | 2012 Mar

REPOSITORIES: biostudies-literature

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Enhanced shape-selective recognition of anion guests through complexation-induced organization of porphyrin hosts.

Wienkers MariJo M Ramos Josmalen J Jemal Hikma H Cardenas Chaz C Wiget Paul P Nelson Alfreda A Free Shiloh S Wu Jun J Roach Rebecca R Vulcan Marius M Waynant Kristopher K Fort Kyle K Vladimirova Anna A Sun Jeffery J Hunt Samuel Eli SE Rudkevich Dmitry M DM Starnes Stephen D SD

Organic letters 20120224 6

We present a fortuitous discovery of enhanced shape-selective recognition of anion guests that stems from a complexation-induced conformational change in porphyrin hosts upon anion binding. Porphyrin hosts reported here exist in a conformation that is not favorable to guest binding. Anions that bind strongly are those that can induce a conformational change in the host to allow guest binding. Furthermore, guests that mimic the shape of the newly formed pocket bind the strongest. ...[more]

PMID: 22360622

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