Abstract:
:A range of chemistries were explored for the efficient covalent conjugation of DNA to poly(N-isopropylacrylamide) (poly(NIPAM)) in organic solvents. Amide coupling and thiol-ene Michael addition were found to be ineffective for the synthesis of the desired products. However, the inverse electron-demand Diels-Alder (DAinv) reaction between tetrazine (Tz) and norbornene (Nb) was found to give DNA-polymer conjugates in good yields (up to 40%) in organic solvents (N,N-dimethylformamide, N,N-dimethylacetamide and N-methyl-2-pyrrolidone), and without the need for a catalyst. Methods for the synthesis of Tz-and Nb- functionalised DNA were developed, along with a post-polymerisation functionalisation strategy for the production of Tz-functionalised polymers.
journal_name
Sci Repjournal_title
Scientific reportsauthors
Wilks TR,O'Reilly RKdoi
10.1038/srep39192subject
Has Abstractpub_date
2016-12-16 00:00:00pages
39192issn
2045-2322pii
srep39192journal_volume
6pub_type
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