1. Sweet Switch: Sugar-Responsive Bioactive Surfaces Based on Dynamic Covalent Bonding
- Author
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Ting Wei, Wenjun Zhan, Changming Hu, Yangcui Qu, Hong Chen, Qian Yu, and Yue Pan
- Subjects
chemistry.chemical_classification ,Materials science ,Polymers ,Biomolecule ,Carbohydrates ,Fructose ,02 engineering and technology ,Polymer ,Conjugated system ,010402 general chemistry ,021001 nanoscience & nanotechnology ,01 natural sciences ,Combinatorial chemistry ,0104 chemical sciences ,chemistry.chemical_compound ,chemistry ,Covalent bond ,Molecule ,General Materials Science ,Gold ,Phenylboronic acid ,0210 nano-technology ,Sugar ,Sugars - Abstract
Smart bioactive surfaces that can modulate interactions with biological systems are of great interest. In this work, a surface with switchable bioactivity in response to sugars has been developed. It is based on dynamic covalent bonding between phenylboronic acid (PBA) and secondary hydroxyls on the "wide" rim of β-cyclodextrin (β-CD). The system reported consists of gold surface modified with PBA-containing polymer brushes and a series of functional β-CD derivatives conjugated to diverse bioactive ligands (CD-X). CD-X molecules are attached to the surface to give specified bioactivity such as capture of a specific protein or killing of attached bacteria. Subsequent treatment with cis-diol containing biomolecules having high affinity for PBA (e.g. fructose) leads to the release of CD-X together with the captured proteins, killed bacteria, and so forth from the surface. The surface bioactivity is thereby "turned off". Effectively, this constitutes an on-off bioactivity switch in a mild and noninvasive way, which has the potential in the design of dynamic bioactive surfaces for biomedical applications.
- Published
- 2018