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Modification of thiol functionalized aptamers by conjugation of synthetic polymers

Da Pieve, Chiara; Williams, Paul; Haddleton, David M.; Palmer, Richard M. J. and Missailidis, Sotiris (2010). Modification of thiol functionalized aptamers by conjugation of synthetic polymers. Bioconjugate Chemistry, 21(1) pp. 169–174.

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Aptamers are known for their short in vivo circulating half-life and rapid renal clearance. Their conjugation to poly(ethylene glycol) (PEG) is a way to improve their residence in the body. Two aptamers (AptD and AptF), having a disulfide protected thiol modification on the 3? end, have been conjugated to maleimide activated PEGs of various molecular weights and structures (linear PEG20; branched PEG20 and 40; PolyPEG17, 40, and 60 kDa). The high yield coupling (70?80% in most of the cases) could be achieved using immobilized tris[2-carboxyethyl]phosphine hydrochloride (TCEP) as reducing agent at pH 4. The affinity of PEGylated AptD for its target was reduced by conjugation to linear PEG20 and branched PEG40, but not to branched PEG20 and PolyPEGs. This work demonstrates an alternative approach to PEGylation of aptamers, and that the effect of PEG on the affinity for the target varies according to the structure and conformation of the synthetic polymer.

Item Type: Journal Item
Copyright Holders: 2009 American Chemical Society
ISSN: 1520-4812
Project Funding Details:
Funded Project NameProject IDFunding Body
Not SetNot SetBreast Cancer Campaign
Academic Unit/School: Faculty of Science, Technology, Engineering and Mathematics (STEM) > Life, Health and Chemical Sciences
Faculty of Science, Technology, Engineering and Mathematics (STEM)
Item ID: 22413
Depositing User: Chiara Da Pieve
Date Deposited: 28 Jul 2010 12:44
Last Modified: 02 May 2018 13:14
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