TY - JOUR
T1 - Poly(ethylene glycol) Hydrogels with a Boronic Acid Monomer via Molecular Imprinting for Selective Removal of Quinic Acid Gamma-Lactone in Coffee
AU - Kanao, Eisuke
AU - Tsuchiya, Yuko
AU - Tanaka, Kei
AU - Masuda, Yusuke
AU - Tanigawa, Tetsuya
AU - Naito, Toyohiro
AU - Sano, Tomoharu
AU - Kubo, Takuya
AU - Otsuka, Koji
N1 - Funding Information:
This research was partly supported by the JST CREST grant number JPMJCR17H2, Japan.
Publisher Copyright:
©
PY - 2021/1/8
Y1 - 2021/1/8
N2 - 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.
AB - 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.
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U2 - 10.1021/acsapm.0c01062
DO - 10.1021/acsapm.0c01062
M3 - Article
AN - SCOPUS:85097813728
SN - 2637-6105
VL - 3
SP - 226
EP - 232
JO - ACS Applied Polymer Materials
JF - ACS Applied Polymer Materials
IS - 1
ER -