Abstract
We demonstrated Japanese rice wine (sake) tasting using a fluorescent chemosensor array comprising polythiophene-based chemosensors functionalized with pyridinium boronic acid. The chemosensors bound to the components of sake (i.e., glucose and pyruvate) and showed changes in fluorescence as a result. To achieve on-site analysis, the chemosensor microarray was fabricated on a glass chip, for which an image pattern was rapidly recorded by using a CCD camera equipped with color filters. For high throughput and accurate analysis, the collected datasets were analyzed using pattern recognition techniques, and we discriminated between four nondiluted sakes based on the cross-reactive response of the polythiophene-based chemosensors. Moreover, the facile chemosensor sensor array succeeded in predicting unknown concentrations of glucose and pyruvate in diluted sake, which revealed its usability for drinks analysis.
References
Gogami Y, Okada K, Oikawa T. High-performance liquid chromatography analysis of naturally occurring D-amino acids in sake. J Chromatogr B. 2011;879:3259–67.
Takahashi K, Kabashima F, Tsuchiya F. Comprehensive two-dimensional gas chromatography coupled with time-of-flight mass spectrometry reveals the correlation between chemical compounds in Japanese sake and its organoleptic properties. J Biosci Bioeng. 2016;121:274–80.
Wu J, Kwon B, Liu W, Anslyn EV, Wang P, Kim JS. Chromogenic/fluorogenic ensemble chemosensing systems. Chem Rev. 2015;115:7893–943.
Anzenbacher JP, Lubal P, Buček P, Palacios M, Kozelkova M. A practical approach to optical cross-reactive sensor arrays. Chem Soc Rev. 2010;39:3954–79.
Han J, Ma C, Wang B, Bender M, Bojanowski MA, Hergert ME, et al. A hypothesis-free sensor array discriminates whiskies for brand, age, and taste. Chem. 2017;2:817–24.
Sasaki Y, Ito S, Zhang Z, Lyu X, Takizawa S, Kubota R, et al. Supramolecular sensor for astringent procyanidin C1: fluorescent artificial tongue for wine components. Chem Eur J. 2020;26:16236–40.
Zhang C, Bailey DP, Suslick KS. Colorimetric sensor arrays for the analysis of beers: a feasibility study. J Agric Food Chem. 2006;54:4925–31.
Palacios MA, Wang Z, Montes VA, Zyryanov GV, Anzenbacher JP. Rational design of a minimal size sensor array for metal ion detection. J Am Chem Soc. 2008;130:10307–14.
Liu Y, Meng X, Pei M, Zhang G, Li H. Sensitive fluorescence “off–on” switch system for catechins detection based on water-soluble polythiophene derivatives. Anal Methods. 2014;6:5812–17.
Lyu X, Hamedpour V, Sasaki Y, Zhang Z. Minami T.96-well microtiter plate made of paper: a printed chemosensor array for quantitative detection of saccharides. Anal Chem. 2021;93:1179–84.
Fukuhara G. Polymer-based supramolecular sensing and application to chiral photochemistry. Polym J. 2015;47:649–55.
Thomas SW, Joly GD, Swager TM. Chemical sensors based on amplifying fluorescent conjugated polymers. Chem Rev. 2007;107:1339–86.
Sakai R. Conjugated polymers applicable to colorimetric and fluorescent anion detection. Polym J. 2016;48:59–65.
Lemieux ÉJ, Leclerc M: Sensing via conformational changes of conjugated polythiophenes. In: Liu B, Bazan GC, editors. Conjugated polyelectrolytes: fundamentals and applications. 1st ed. Weinheim: Wiley-VCH; 2013. p. 231–61.
Li C, Shi G. Polythiophene-based optical sensors for small molecules. ACS Appl Mater Interfaces. 2013;5:4503–10.
Minami T, Esipenko NA, Zhang B, Kozelkova ME, Isaacs L, Nishiyabu R, et al. Supramolecular sensor for cancer-associated nitrosamines. J Am Chem Soc. 2012;134:20021–24.
Hamel LH. Knowledge discovery with support vector machines. 1st ed. New Jersey: Wiley; 2009.
Keizer J. Nonlinear fluorescence quenching and the origin of positive curvature in Stern-Volmer plots. J Am Chem Soc. 1983;105:1494–98.
Acknowledgements
TM thanks JSPS KAKENHI (Grant Nos. JP20K21204 and JP21H01780) and JST CREST (Grant No. JPMJCR2011). The authors greatly thank Dr Yui Sasaki for providing helpful discussions. The authors also thank Satoshi Ito for polymer synthesis and Takashi Matsuki of Kyoto Electronics Manufacturing Co. Ltd. for supplying the sake samples with the HPLC and enzymatic analytical results.
Author information
Authors and Affiliations
Corresponding author
Ethics declarations
Conflict of interest
The authors declare no competing interests.
Additional information
Publisher’s note Springer Nature remains neutral with regard to jurisdictional claims in published maps and institutional affiliations.
Supplementary information
Rights and permissions
About this article
Cite this article
Lyu, X., Matsumoto, A. & Minami, T. A polythiophene-based chemosensor array for Japanese rice wine (sake) tasting. Polym J 53, 1287–1291 (2021). https://doi.org/10.1038/s41428-021-00521-y
Received:
Revised:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1038/s41428-021-00521-y
- Springer Nature Limited