title: A host-rotaxane derivatized with carboxylic acids efficiently delivers a highly cationic fluoresceinated peptide.
abstract: A cleft-[2]rotaxane (CR2+2-) was derivatized with carboxylic acids to enhance the intracellular delivery of a highly cationic or anionic pentapeptide. CR2+2- delivers the fluorescein (Fl) tagged peptide Fl-KKALR to a greater amount than Fl-QEAVD, and at a higher concentration, a greater amount than Fl-AVWAL. The level of delivery is largely temperature and ATP independent, suggesting that the Fl-peptide.CR2+2- complexes pass through the cellular membrane without requiring active cell-mediated processes. This study shows that selective delivery of peptides is possible by using a suitably derivatized host-rotaxane as the transporter.
authors.affiliation: Department of Chemistry, University of Cincinnati, Cincinnati, PO Box 210172, OH 45221, USA.
authors.forename: Jing
authors.initials: J
authors.lastname: Zhu
authors.forename: Brian E
authors.initials: BE
authors.lastname: House
authors.forename: Erin
authors.initials: E
authors.lastname: Fleck
authors.forename: Idit
authors.initials: I
authors.lastname: Isaacsohn
authors.forename: Angela F
authors.initials: AF
authors.lastname: Drew
authors.forename: David B
authors.initials: DB
authors.lastname: Smithrud
mesh_terms: D002264:Carboxylic Acids / Q000737:chemistry*; D002412:Cations; D005453:Fluorescence; D010455:Peptides / Q000737:chemistry*; D043862:Rotaxanes / Q000737:chemistry*
chemical_list: D002264:Carboxylic Acids; D002412:Cations; D010455:Peptides; D043862:Rotaxanes