A host-rotaxane derivatized with carboxylic acids efficiently delivers a highly cationic fluoresceinated peptide.
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.
Zhu
Jing
J
Department of Chemistry, University of Cincinnati, Cincinnati, PO Box 210172, OH 45221, USA.
House
Brian E
BE
Fleck
Erin
E
Isaacsohn
Idit
I
Drew
Angela F
AF
Smithrud
David B
DB
D002264:Carboxylic Acids / Q000737:chemistry*; D002412:Cations; D005453:Fluorescence; D010455:Peptides / Q000737:chemistry*; D043862:Rotaxanes / Q000737:chemistry*
D002264:Carboxylic Acids; D002412:Cations; D010455:Peptides; D043862:Rotaxanes