Projects per year
Abstract
Sialic acid recognition remains an interesting and challenging target in molecular receptor design. Herein, we report a series of benzoboroxole-based receptors in which cationic hydrogen-bond donors have been introduced and shown to promote multipoint sialic acid recognition. One striking feature revealed by these receptors is that the carboxylate sialic acid residue is the primary binding determinant for recognition by benzoboroxole, in which the presence of charge-reinforced hydrogen bonds results in enhanced selectivity for sialic acid over other carbohydrates and a 4.5-fold increase in affinity. These findings open up wide possibilities for benzoboroxole-based receptors use in life science research, biotechnology, and diagnostics.
Original language | English |
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Pages (from-to) | 8330-8338 |
Number of pages | 9 |
Journal | The Journal of Organic Chemistry |
Volume | 85 |
Issue number | 13 |
Early online date | 8 Jun 2020 |
DOIs | |
Publication status | Published - 2 Jul 2020 |
ASJC Scopus subject areas
- Organic Chemistry
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Dive into the research topics of 'Cooperative Multipoint Recognition of Sialic Acid by Benzoboroxole-Based Receptors Bearing Cationic Hydrogen-Bond Donors'. Together they form a unique fingerprint.Projects
- 4 Finished
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Development and validation of a synthetic sugar recognition technology for prostate cancer risk stratification
Mendes, P. (Principal Investigator)
1/04/19 → 30/09/23
Project: Research
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FP7_ERC - GLYCOSURF
Mendes, P. (Principal Investigator)
European Commission, European Commission - Management Costs
1/12/14 → 31/05/21
Project: Research
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Surface-Based Molecular Imprinting for Glycoprotein Recognition
Fossey, J. (Co-Investigator) & Mendes, P. (Principal Investigator)
Engineering & Physical Science Research Council
30/09/13 → 31/05/19
Project: Research Councils