Poly(ethylene glycol) Hydrogels with a Boronic Acid Monomer via Molecular Imprinting for Selective Removal of Quinic Acid Gamma-Lactone in Coffee

Eisuke Kanao, Yuko Tsuchiya, Kei Tanaka, Yusuke Masuda, Tetsuya Tanigawa, Toyohiro Naito, Tomoharu Sano, Takuya Kubo, Koji Otsuka

Research output: Contribution to journalArticlepeer-review

1 Citation (Scopus)

Abstract

We developed molecularly imprinted polymers (MIPs) with a poly(ethylene glycol) (PEG)-based cross-linker and boronic acids in functional monomers, which selectively form a complex with a diol structure for selective removal of lactones from a coffee beverage. We synthesized a boronic acid monomer, 1-allylpyridinium-3-boronic acid, which has lower pKa and stronger binding strength to saccharides than commonly used boronic acids. Then, we prepared the MIPs with the monomer and succeeded in selective adsorption for a type of lactones, quinic acid gamma-lactone (QAGL). Furthermore, the high hydrophilicity of PEG and the molecular imprinting effect prevented an un-specific adsorption of other components in coffee. Finally, we achieved in removal of QAGL in coffee with high yield and at high speed by using the MIP-based microsphere as a separation medium in solid-phase extraction. This study provides a simple method for better-tasting freshly brewed coffee.

Original languageEnglish
Pages (from-to)226-232
Number of pages7
JournalACS Applied Polymer Materials
Volume3
Issue number1
DOIs
Publication statusPublished - Jan 8 2021
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Polymers and Plastics
  • Process Chemistry and Technology
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Poly(ethylene glycol) Hydrogels with a Boronic Acid Monomer via Molecular Imprinting for Selective Removal of Quinic Acid Gamma-Lactone in Coffee'. Together they form a unique fingerprint.

Cite this