Jump to main content
Jump to site search

Issue 21, 2015
Previous Article Next Article

“Reduction” responsive thymine-conjugated biodynamers: synthesis and solution properties

Author affiliations

Abstract

Thioester chemistry was applied to construct the “reduction” responsive thymine-conjugated biodynamer by a transthioesterification reaction. The copolymers of N,N-dimethylacrylamide (DMA) and pyridyldisulfide ethylacrylamide (PDSEA) were obtained by reversible addition–fragmentation chain transfer (RAFT) radical polymerization, and used as a handle for incorporating thiol-reactive groups onto the copolymers. Thymine thioester reacted with the pendent thiol group produced in situ by the cleavage of PDS. The obtained thymine-conjugated biodynamer containing reversible thioester linkages can interact with the adenine-modified molecule mediated by hydrogen bonding, and demonstrate L-glutathione (GSH)-responsive feature by a thiol–thioester exchange reaction. The biodynamer can also interact with melamine and adenosine-5′-triphosphate (ATP), and form spherical aggregates in water. It is expected that this nucleobase-containing biodynamer has potential applications in the thiol-responsive controlled drug delivery and the construction of complex nanostructures and advanced materials as building blocks.

Graphical abstract: “Reduction” responsive thymine-conjugated biodynamers: synthesis and solution properties

Back to tab navigation

Supplementary files

Publication details

The article was received on 07 Feb 2015, accepted on 07 Apr 2015 and first published on 08 Apr 2015


Article type: Paper
DOI: 10.1039/C5PY00200A
Citation: Polym. Chem., 2015,6, 3934-3941

  •   Request permissions

    “Reduction” responsive thymine-conjugated biodynamers: synthesis and solution properties

    L. Liu, L. Wu, J. Tan, L. Wang, Q. Liu, P. Liu and L. Liu, Polym. Chem., 2015, 6, 3934
    DOI: 10.1039/C5PY00200A

Search articles by author

Spotlight

Advertisements