Synthesis of a Novel BODIPY Library and Its Application in the Discovery of a Fructose Sensor

Duanting Zhai, Sung-Chan Lee, Marc Vendrell, Lai Peng Leong, Young-Tae Chang*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

Abstract

We prepared a new library of 160 compounds by conjugation of a BODIPY Core to a collection of aldehydes. This library was screened against 52 biologically relevant analytes and we identified one fluorescent sensor of fructose (Fructose Orange). Fructose Orange showed a 24-fold fluorescence increase upon recognition of fructose and an outstanding selectivity among 24 different saccharides. NMR studies confirmed that five different binding interactions were formed between the sensor and fructose. Furthermore, Fructose Orange was applied to the quantification of fructose in soft drinks, being the most selective fluorescent sensor for fructose reported to date.

Original languageEnglish
Pages (from-to)81-84
Number of pages4
JournalACS Combinatorial Science
Volume14
Issue number2
DOIs
Publication statusPublished - Feb 2012

Keywords

  • chemosensor
  • saccharides
  • fluorescence
  • molecular recognition
  • FLUORESCENT
  • DYES
  • PH

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