Comparison of thermally actuated retro-diels-alder release groups for nanoparticle based nucleic acid delivery.

ABSTRACT: The present study explores alternate pericyclic chemistries for tethering amine-terminal biomolecules onto silver nanoparticles. Employing the versatile tool of the retro-Diels-Alder (rDA) reaction, three thermally-labile cycloadducts are constructed that cleave at variable temperature ranges. While the reaction between furan and maleimide has widely been reported, the current study also evaluates the reverse reaction kinetics between thiophene-maleimide, and pyrrole-maleimide cycloadducts. Density Functional Theorem (DFT) calculations used to model and plan the experiments, predict energy barriers for the thiophene-maleimide reverse reaction to be greatest, and the pyrrole-maleimide barriers the lowest. Based on the computational analyses, it is projected that the cycloreversion rate woul

SUBMITTER: Abu-Laban M 

PROVIDER: S-EPMC5994202 | biostudies-literature | 2018 Sep

REPOSITORIES: biostudies-literature