title: Rotaxanes and biofunctionalized pseudorotaxanes via thiol-maleimide click chemistry.
abstract: Base-catalyzed thiol-maleimide click chemistry has been applied to the synthesis of neutral donor-acceptor [2]rotaxanes in good yield. This method is extended further to the synthesis of a glutathione-functionalized [2]pseudorotaxane, a precursor to integrated conjugates of interlocked molecules with proteins and enzymes.
authors.affiliation: Department of Chemistry, Wesleyan University, Middletown, Connecticut 06459, USA.
authors.forename: Umesh
authors.initials: U
authors.lastname: Choudhary
authors.forename: Brian H
authors.initials: BH
authors.lastname: Northrop
mesh_terms: D002384:Catalysis; D057930:Click Chemistry; D008301:Maleimides / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D043862:Rotaxanes / Q000138:chemical synthesis* / Q000737:chemistry; D013438:Sulfhydryl Compounds / Q000737:chemistry*
chemical_list: D008301:Maleimides; D043862:Rotaxanes; D013438:Sulfhydryl Compounds; C043592:maleimide