UNIGE document Scientific Article
previous document  unige:73238  next document
add to browser collection

Cellular uptake: lessons from supramolecular organic chemistry

Published in Chemical communications. 2015, vol. 51, no. 52, p. 10389-10402
Abstract The objective of this Feature Article is to reflect on the importance of established and emerging principles of supramolecular organic chemistry to address one of the most persistent problems in life sciences. The main topic is dynamic covalent chemistry on cell surfaces, particularly disulfide exchange for thiol-mediated uptake. Examples of boronate and hydrazone exchange are added for contrast, comparison and completion. Of equal importance are the discussions of proximity effects in polyions and counterion hopping, and more recent highlights on ring tension and ion pair–π interactions. These lessons from supramolecular organic chemistry apply to cell-penetrating peptides, particularly the origin of “arginine magic” and the “pyrenebutyrate trick,” and the currently emerging complementary “disulfide magic” with cell-penetrating poly(disulfide)s. They further extend to the voltage gating of neuronal potassium channels, gene transfection, and the delivery of siRNA. The collected examples illustrate that the input from conceptually innovative chemistry is essential to address the true challenges in biology beyond incremental progress and random screening.
Full text
Article (Published version) (6.4 MB) - document accessible for UNIGE members only Limited access to UNIGE
Article (Accepted version) (8.2 MB) - public document Free access
Other version: http://xlink.rsc.org/?DOI=C5CC03472H
(ISO format)
GASPARINI, Giulio et al. Cellular uptake: lessons from supramolecular organic chemistry. In: Chemical communications, 2015, vol. 51, n° 52, p. 10389-10402. doi: 10.1039/C5CC03472H https://archive-ouverte.unige.ch/unige:73238

568 hits



Deposited on : 2015-06-17

Export document
Format :
Citation style :