Selective, switchable fluorescent probe for heparin based on aggregation-induced emission

Yi Jia Wang; Lei Lin; Xing Zhang; Victor Schultz; Fuming Zhang; Jing Zhi Sun; Robert J Linhardt

doi:10.1016/j.ab.2016.09.007

Selective, switchable fluorescent probe for heparin based on aggregation-induced emission

Anal Biochem. 2016 Dec 1:514:48-54. doi: 10.1016/j.ab.2016.09.007. Epub 2016 Sep 13.

Authors

Yi Jia Wang¹, Lei Lin², Xing Zhang², Victor Schultz², Fuming Zhang³, Jing Zhi Sun⁴, Robert J Linhardt⁵

Affiliations

¹ MoE Key Laboratory of Macromolecule Synthesis and Functionalization, Department of Polymer Science and Engineering, Zhejiang University, Hangzhou 310027, China; Department of Chemistry and Chemical Biology, Center for Biotechnology and Interdisciplinary Studies, Rensselaer Polytechnic Institute, Troy, NY 12180, United States.
² Department of Chemistry and Chemical Biology, Center for Biotechnology and Interdisciplinary Studies, Rensselaer Polytechnic Institute, Troy, NY 12180, United States.
³ Department of Chemical and Biological Engineering, Center for Biotechnology and Interdisciplinary Studies, Rensselaer Polytechnic Institute, Troy, NY 12180, United States.
⁴ MoE Key Laboratory of Macromolecule Synthesis and Functionalization, Department of Polymer Science and Engineering, Zhejiang University, Hangzhou 310027, China. Electronic address: sunjz@zju.edu.cn.
⁵ Department of Chemistry and Chemical Biology, Center for Biotechnology and Interdisciplinary Studies, Rensselaer Polytechnic Institute, Troy, NY 12180, United States; Department of Biology, Center for Biotechnology and Interdisciplinary Studies, Rensselaer Polytechnic Institute, Troy, NY 12180, United States; Department of Biomedical Engineering, Center for Biotechnology and Interdisciplinary Studies, Rensselaer Polytechnic Institute, Troy, NY 12180, United States. Electronic address: linhar@rpi.edu.

PMID: 27619488
DOI: 10.1016/j.ab.2016.09.007

Abstract

A positively charged tetraphenylethene (TPE) derivative, TPE-4MN, was synthesized as a probe for heparin based on aggregation induced emission. On the addition of 5.0 μg/mL of heparin, TPE-4MN showed an enhanced emission of about 10-fold. The change in fluorescence at 475 nm was linear over a range of heparin concentrations of 0-1.0 μg/mL with an R = 0.99988 and the limit of detection (LOD) was calculated to be 0.75 μg/mL. The mechanism of the detection was proven to be through an ion pairing interaction. TPE-4MN showed good selectivity for heparin over other types of polysaccharides and could easily distinguish heparin from heparan sulfate, a glycosaminoglycan having a similar structure to that of heparin.

Keywords: Aggregate induce emission; Detection; Fluorescence; Glycosaminoglycans; Heparin.

Publication types

Research Support, N.I.H., Extramural
Research Support, Non-U.S. Gov't

MeSH terms

Fluorescent Dyes / chemistry*
Glycosaminoglycans / analysis
Heparin / analysis*
Heparin / chemistry
Limit of Detection
Methylamines / chemistry
Stilbenes / chemistry

Substances

Fluorescent Dyes
Glycosaminoglycans
Methylamines
Stilbenes
tetra(4-(trimethylamino)phenyl)ethane
tetraphenylethylene
Heparin