Conjugated-protein mimics with molecularly imprinted reconstructible and transformable regions that are assembled using space-filling prosthetic groups

Angew Chem Int Ed Engl. 2014 Nov 17;53(47):12765-70. doi: 10.1002/anie.201406852. Epub 2014 Sep 24.

Abstract

Conjugated-protein mimics were obtained using a new molecular imprinting strategy combined with post-imprinting modifications. An antibiotic was employed as a model template molecule, and a polymerizable template molecule was designed, which was composed of the antibiotic and two different prosthetic groups attached through a disulfide bond and Schiff base formation. After co-polymerization with a cross-linker, the template molecule was removed together with the prosthetic groups, yielding the apo-type scaffold. Through conjugation of the two different prosthetic groups at pre-determined positions within the apo-type scaffold, the apo cavity was transformed into a functionalized holo cavity, which enables the on/off switching of the molecular recognition ability, signal transduction activity for binding events, and photoresponsive activity.

Keywords: imprinting; molecular recognition; polymers; protein mimics.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Bacterial Agents / chemistry*
  • Disulfides / chemistry*
  • Molecular Imprinting*
  • Molecular Mimicry
  • Molecular Structure
  • Proteins / chemistry*
  • Schiff Bases / chemistry*

Substances

  • Anti-Bacterial Agents
  • Disulfides
  • Proteins
  • Schiff Bases