Fluorogen鈥揚eptide Conjugates with Tunable Aggregation-Induced Emission Characteristics for Bioprobe Design

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• 作者：Ruoyu Zhang ; Youyong Yuan ; Jing Liang ; Ryan T. K. Kwok ; Qing Zhu ; Guangxue Feng ; Junlong Geng ; Ben Zhong Tang ; Bin Liu
• 刊名：ACS Applied Materials & Interfaces
• 出版年：2014
• 出版时间：August 27, 2014
• 年：2014
• 卷：6
• 期：16
• 页码：14302-14310
• 全文大小：517K
• ISSN：1944-8252

文摘

Fluorogens with aggregation-induced emission (AIE) characteristics are attracting intense research interest, and an AIE鈥損eptide conjugate strategy has been reported for developing turn-on probes based on hydrophilic peptide ligands. To build a model also suitable for hydrophobic ligands, we propose to fine-tune the AIE characteristics for probe design. In this work, an iconic AIE fluorogen tetraphenylethene (TPE) was designed to conjugate with peptide fragments containing different numbers of aspartic acid (D) units. Relationships between the numbers of D and the hydrophilicity, optical properties, and aggregate sizes and the AIE characteristics of TPE鈥損eptide conjugates were investigated carefully. Five carboxyl groups were found to be the threshold to 鈥渢urn off鈥?the fluorescence of TPE. As a proof-of-concept, TPE-SS-D₅ containing a cleavable disulfide bond was synthesized for thiol turn-on detection. The validated tunable AIE characteristic offers new opportunities to design fluorescence turn-on probes based on hydrophobic recognition elements and AIE fluorogens.

Keywords:

light-up probe; aggregation-induced emission; fluorescent probes; thiol detection; tetraphenylethene