Reversible and selective encapsulation of dextromethorphan and β-estradiol using an asymmetric molecular capsule assembled via the weak-link approach

Jose Mendez-Arroyo, Andrea I. D'Aquino, Alyssa B. Chinen, Yashin D. Manraj, Chad A. Mirkin*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

58 Scopus citations

Abstract

An allosterically regulated, asymmetric receptor featuring a binding cavity large enough to accommodate three-dimensional pharmaceutical guest molecules as opposed to planar, rigid aromatics, was synthesized via the Weak-Link Approach. This architecture is capable of switching between an expanded, flexible "open" configuration and a collapsed, rigid "closed" one. The structure of the molecular receptor can be completely modulated in situ through the use of simple ionic effectors, which reversibly control the coordination state of the Pt(II) metal hinges to open and close the molecular receptor. The substantial change in binding cavity size and electrostatic charge between the two configurations is used to explore the capture and release of two guest molecules, dextromethorphan and β-estradiol, which are widely found as pollutants in groundwater.

Original languageEnglish (US)
Pages (from-to)1368-1371
Number of pages4
JournalJournal of the American Chemical Society
Volume139
Issue number4
DOIs
StatePublished - Feb 1 2017

Funding

This material is based upon work supported by the National Science Foundation award CHE-1149314, the Department of Defense National Security Science and Engineering Faculty Fellowship award N00014-15-1-0043, and the U.S. Army award W911NF-15-1-0151. J.M.A. acknowledges a fellowship from Consejo Nacional de Ciencia y Tecnologia (CONACYT). A.B.C. acknowledges a National Defense Science and Engineering Graduate Fellowship, and A.I.D. acknowledges a National Science Foundation Graduate Research Fellowship.

ASJC Scopus subject areas

  • General Chemistry
  • Biochemistry
  • Catalysis
  • Colloid and Surface Chemistry

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