Polydopamine--an organocatalyst rather than an innocent polymer

Chemistry. 2014 Jul 7;20(28):8647-53. doi: 10.1002/chem.201402532. Epub 2014 Jun 12.

Abstract

Polydopamine (PDA) is easily available by oxidation of dopamine and is widely used for persistent coatings of various materials. It is hitherto considered to be inert in many interesting biomedical and other applications. Results presented here, reveal an unexpected behavior of polydopamine as an organocatalyst in direct aldol reactions under mild conditions. Evidence was found for dual catalysis making use of amino and phenolic hydroxy groups found in PDA. Thus scientists must be aware that PDA is not an innocent polymer and can cause unwanted side effects in important applications, such as in biomedicine or as supports in catalysis.

Keywords: aldol reaction; coatings; magnetic nanoparticles; organocatalysis; polydopamine.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aldehydes / chemistry
  • Catalysis
  • Indoles / chemical synthesis*
  • Indoles / chemistry*
  • Nanoparticles
  • Polymers / chemical synthesis
  • Polymers / chemistry*

Substances

  • Aldehydes
  • Indoles
  • Polymers
  • polydopamine
  • 3-hydroxybutanal