Caldwell, S.T. et al. (2014) Protein-mediated dethreading of a biotin-functionalised pseudorotaxane. Organic and Biomolecular Chemistry, 12(3), pp. 511-516. (doi: 10.1039/C3OB41612G) (PMID:24280954)
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Abstract
In this article, we describe the synthesis of new biotin-functionalised naphthalene derivatives 3 and 4 and their complexation behaviour with avidin and neutravidin using a range of analytical techniques. We have shown using 2-(4prime or minute-hydroxyazobenzene)benzoic acid displacement and ITC experiments{,} that compounds 3 and 4 have the propensity to form reasonably high-affinity bioconjugates with avidin and neutravidin. We have also demonstrated using 1H NMR{,} UV-vis and fluorescence spectroscopy that the naphthalene moiety of 3 and 4 facilitates the formation of pseudorotaxane-like structures with 1 in water. We have then investigated the ability of avidin and neutravidin to modulate the complexation between 1 and 3 or 4. UV-vis and fluorescence spectroscopy has shown that in both cases the addition of the protein disrupts complexation between the naphthalene moieties of 3 and 4 with 1.
Item Type: | Articles |
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Status: | Published |
Refereed: | Yes |
Glasgow Author(s) Enlighten ID: | Caldwell, Dr Stuart and Nutley, Mrs Margaret and Cooke, Professor Graeme and Riehle, Dr Mathis and Rabani, Dr Gouher and Smith, Dr Brian and Cooper, Professor Alan and Fitzpatrick, Dr Brian |
Authors: | Caldwell, S.T., Maclean, C., Riehle, M., Cooper, A., Nutley, M., Rabani, G., Fitzpatrick, B., Rotello, V.M., Smith, B.O., Khaled, B., Woisel, P., and Cooke, G. |
Subjects: | Q Science > QD Chemistry |
College/School: | College of Medical Veterinary and Life Sciences > School of Molecular Biosciences College of Science and Engineering > School of Chemistry |
Journal Name: | Organic and Biomolecular Chemistry |
Publisher: | Royal Society of Chemistry |
ISSN: | 1477-0520 |
ISSN (Online): | 1477-0539 |
Published Online: | 27 November 2013 |
Copyright Holders: | Copyright © 2014 The Royal Society of Chemistry |
First Published: | First published in Scientific World Journal 2013:838042 |
Publisher Policy: | Reproduced under a Creative Commons License |
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