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

doi:10.1021/co200136b

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 journal › Article › peer-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 language	English
Pages (from-to)	81-84
Number of pages	4
Journal	ACS Combinatorial Science
Volume	14
Issue number	2
DOIs	https://doi.org/10.1021/co200136b
Publication status	Published - Feb 2012

Keywords / Materials (for Non-textual outputs)

chemosensor
saccharides
fluorescence
molecular recognition
FLUORESCENT
DYES
PH

Access to Document

10.1021/co200136b

Cite this

@article{f7a9174c05ae4317bb54a863a1405a7e,

title = "Synthesis of a Novel BODIPY Library and Its Application in the Discovery of a Fructose Sensor",

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.",

keywords = "chemosensor, saccharides, fluorescence, molecular recognition, FLUORESCENT, DYES, PH",

author = "Duanting Zhai and Sung-Chan Lee and Marc Vendrell and Leong, {Lai Peng} and Young-Tae Chang",

year = "2012",

month = feb,

doi = "10.1021/co200136b",

language = "English",

volume = "14",

pages = "81--84",

journal = "ACS Combinatorial Science",

issn = "2156-8952",

publisher = "American Chemical Society",

number = "2",

}

TY - JOUR

T1 - Synthesis of a Novel BODIPY Library and Its Application in the Discovery of a Fructose Sensor

AU - Zhai, Duanting

AU - Lee, Sung-Chan

AU - Vendrell, Marc

AU - Leong, Lai Peng

AU - Chang, Young-Tae

PY - 2012/2

Y1 - 2012/2

N2 - 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.

AB - 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.

KW - chemosensor

KW - saccharides

KW - fluorescence

KW - molecular recognition

KW - FLUORESCENT

KW - DYES

KW - PH

U2 - 10.1021/co200136b

DO - 10.1021/co200136b

M3 - Article

SN - 2156-8952

VL - 14

SP - 81

EP - 84

JO - ACS Combinatorial Science

JF - ACS Combinatorial Science

IS - 2

ER -

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

Abstract

Keywords / Materials (for Non-textual outputs)

Access to Document

Fingerprint

Cite this