4.3 Article

Synthesis of molecularly imprinted polymers using a functionalized initiator for chiral-selective recognition of propranolol

Journal

CHIRALITY
Volume 32, Issue 3, Pages 370-377

Publisher

WILEY
DOI: 10.1002/chir.23167

Keywords

chiral selectivity; functional initiator; molecular imprinting; molecular recognition; propranolol

Funding

  1. European Commission [778266]
  2. National Key Research and Development Program of China [2017YFB0603104]
  3. National Natural Science Foundation of China [21706170, 51603142, U1607120, U1610255]
  4. Key R&D Program of Shanxi Province [201903D421077]
  5. Swedish Foundation for International Cooperation in Research and Higher Education [CH2015-6254]
  6. Marie Curie Actions (MSCA) [778266] Funding Source: Marie Curie Actions (MSCA)

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We present a new concept of synthesis for preparation of molecularly imprinted polymers using a functionalized initiator to replace the traditional functional monomer. Using propranolol as a model template, a carboxyl-functionalized radical initiator was demonstrated to lead to high-selectivity polymer particles prepared in a standard precipitation polymerization system. When a single enantiomer of propranolol was used as template, the imprinted polymer particles exhibited clear chiral selectivity in an equilibrium binding experiment. Unlike the previous molecular imprinting systems where the active free radicals can be distant from the template-functional monomer complex, the method reported in this work makes sure that the actual radical polymerization takes place in the vicinity of the template-associated functional groups. The success of using functional initiator to synthesize molecularly imprinted polymers brings in new possibilities to improve the functional performance of molecularly imprinted synthetic receptors.

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