A Quinoline-Appended Cyclodextrin Derivative as a Highly Selective Receptor and Colorimetric Probe for Nucleotides

Kuppusamy Kanagaraj; Chao Xiao; Ming Rao; Chunying Fan; Victor Borovkov; Guo Cheng; Dayang Zhou; Zhihui Zhong; Dan Su; Xingke Yu; Jiabin Yao; Taotao Hao; Wanhua Wu; Jason J. Chruma; Cheng Yang

iScience (Mar 2020)

A Quinoline-Appended Cyclodextrin Derivative as a Highly Selective Receptor and Colorimetric Probe for Nucleotides

Kuppusamy Kanagaraj,
Chao Xiao,
Ming Rao,
Chunying Fan,
Victor Borovkov,
Guo Cheng,
Dayang Zhou,
Zhihui Zhong,
Dan Su,
Xingke Yu,
Jiabin Yao,
Taotao Hao,
Wanhua Wu,
Jason J. Chruma,
Cheng Yang

Affiliations

Kuppusamy Kanagaraj: Key Laboratory of Green Chemistry & Technology, College of Chemistry, State Key Laboratory of Biotherapy, West China Medical Center, and Healthy Food Evaluation Research Center, Sichuan University, Chengdu 610064, China
Chao Xiao: Key Laboratory of Green Chemistry & Technology, College of Chemistry, State Key Laboratory of Biotherapy, West China Medical Center, and Healthy Food Evaluation Research Center, Sichuan University, Chengdu 610064, China
Ming Rao: Key Laboratory of Green Chemistry & Technology, College of Chemistry, State Key Laboratory of Biotherapy, West China Medical Center, and Healthy Food Evaluation Research Center, Sichuan University, Chengdu 610064, China
Chunying Fan: Key Laboratory of Green Chemistry & Technology, College of Chemistry, State Key Laboratory of Biotherapy, West China Medical Center, and Healthy Food Evaluation Research Center, Sichuan University, Chengdu 610064, China
Victor Borovkov: College of Chemistry and Materials Science, South-Central University for Nationalities, Wuhan 430074, China; Corresponding author
Guo Cheng: Key Laboratory of Green Chemistry & Technology, College of Chemistry, State Key Laboratory of Biotherapy, West China Medical Center, and Healthy Food Evaluation Research Center, Sichuan University, Chengdu 610064, China
Dayang Zhou: Comprehensive Analysis Center, ISIR, Osaka University, Japan
Zhihui Zhong: Key Laboratory of Green Chemistry & Technology, College of Chemistry, State Key Laboratory of Biotherapy, West China Medical Center, and Healthy Food Evaluation Research Center, Sichuan University, Chengdu 610064, China
Dan Su: Key Laboratory of Green Chemistry & Technology, College of Chemistry, State Key Laboratory of Biotherapy, West China Medical Center, and Healthy Food Evaluation Research Center, Sichuan University, Chengdu 610064, China
Xingke Yu: Key Laboratory of Green Chemistry & Technology, College of Chemistry, State Key Laboratory of Biotherapy, West China Medical Center, and Healthy Food Evaluation Research Center, Sichuan University, Chengdu 610064, China
Jiabin Yao: Key Laboratory of Green Chemistry & Technology, College of Chemistry, State Key Laboratory of Biotherapy, West China Medical Center, and Healthy Food Evaluation Research Center, Sichuan University, Chengdu 610064, China
Taotao Hao: Key Laboratory of Green Chemistry & Technology, College of Chemistry, State Key Laboratory of Biotherapy, West China Medical Center, and Healthy Food Evaluation Research Center, Sichuan University, Chengdu 610064, China
Wanhua Wu: Key Laboratory of Green Chemistry & Technology, College of Chemistry, State Key Laboratory of Biotherapy, West China Medical Center, and Healthy Food Evaluation Research Center, Sichuan University, Chengdu 610064, China; Corresponding author
Jason J. Chruma: Key Laboratory of Green Chemistry & Technology, College of Chemistry, State Key Laboratory of Biotherapy, West China Medical Center, and Healthy Food Evaluation Research Center, Sichuan University, Chengdu 610064, China
Cheng Yang: Key Laboratory of Green Chemistry & Technology, College of Chemistry, State Key Laboratory of Biotherapy, West China Medical Center, and Healthy Food Evaluation Research Center, Sichuan University, Chengdu 610064, China; Corresponding author

Journal volume & issue: Vol. 23, no. 3

Abstract

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Summary: The design and development of specific recognition and sensing systems for biologically important anionic species has received growing attention in recent years, as they play significant roles in biology, pharmacy, and environmental sciences. Herein, a new supramolecular sensing probe L1 was developed for highly selective differentiation of nucleotides. L1 displayed extremely marked absorption and emission differentiation upon binding with nucleotide homologs of AMP, ADP, and ATP, due to the divergent spatial orientations of guests upon binding, which allowed for a naked-eye colorimetric differentiation for nucleotides. A differentiating mechanism was unambiguously rationalized by using various spectroscopic studies and theoretical calculations. Furthermore, we successfully demonstrated that L1 can be applied to the real-time monitoring of the enzyme-catalyzed phosphorylation/dephosphorylation processes and thus demonstrated an unprecedented visualizable strategy for selectively differentiating the structurally similar nucleotides and real-time monitoring of biological processes via fluorescent and colorimetric changes. : Analytical Chemistry; Analytical Chemistry Applications; Chemistry Subject Areas: Analytical Chemistry, Analytical Chemistry Applications, Chemistry

Published in iScience

ISSN: 2589-0042 (Online)
Publisher: Elsevier
Country of publisher: United States
LCC subjects: Science
Website: http://www.cell.com/iscience/home

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