journal article·2014-08-27

Fluorogen–Peptide Conjugates with Tunable Aggregation-Induced Emission Characteristics for Bioprobe Design

Ruoyu Zhang, Youyong Yuan, Jing Liang, Ryan T. K. Kwok, Qing Zhu, Guangxue Feng, Junlong Geng, Ben Zhong Tang, Bin Liu

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Abstract

Fluorogens with aggregation-induced emission (AIE) characteristics are attracting intense research interest, and an AIE-peptide 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-peptide conjugates were investigated carefully. Five carboxyl groups were found to be the threshold to "turn off" 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.
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Research context

OpenAlex topics: Luminescence and Fluorescent Materials · Molecular Sensors and Ion Detection · Advanced biosensing and bioanalysis techniques

SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.

Affiliations

Department of Chemical and Biomolecular Engineering, National University of Singapore, 4 Engineering Drive 4, Singapore 117576

Department of Chemistry, Division of Biomedical Engineering, The Hong Kong University of Science and Technology, Clear Water Bay, Kowloon, Hong Kong, China

Institute of Bioengineering, Zhejiang University of Technology, Chaowang Road 18, Hangzhou 310014, China

SCUT-HKUST Joint Research Laboratory, Guangdong Innovative Research Team, State Key Laboratory of Luminescent Materials and Devices, South China University of Technology, Guangzhou 510640, China

Institute of Materials Research Engineering, 3 Research Link, Singapore 117602

Funding

Research Grants Council, University Grants Committee, Hong Kong · National Research Foundation-Prime Minister's office, Republic of Singapore · Singapore-MIT Alliance for Research and Technology Centre · Guangdong Province

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