title: Efficient synthesis of fluorescent squaraine rotaxane dendrimers.
abstract: A squaraine rotaxane scaffold with four alkyne groups is readily converted into a range of dendritic architectures using high-yielding copper-catalyzed alkyne azide cycloaddition (CuAAC) chemistry. A convergent synthesis approach is more efficient than a divergent pathway. Dendritic squaraine rotaxanes with peripheral amine groups can be further functionalized to produce multivalent deep-red fluorescent derivatives that exhibit high brightness and outstanding chemical stability in biological solution. The surface groups on these functionalized fluorescent dendrimers include guanidinium, mannose, and phosphatidylcholine.
authors: Department of Chemistry and Biochemistry, and Walther Cancer Research Center, 251 Nieuwland Science Hall, University of Notre Dame, Indiana 46556, USA.
authors: Shuzhang
authors: S
authors: Xiao
authors: Na
authors: N
authors: Fu
authors: Kaitlin
authors: K
authors: Peckham
authors: Bradley D
authors: BD
authors: Smith
mesh_terms: D002384:Catalysis; D003300:Copper / Q000737:chemistry; D003503:Cyclobutanes / Q000138:chemical synthesis* / Q000737:chemistry; D050091:Dendrimers / Q000138:chemical synthesis* / Q000737:chemistry; D005456:Fluorescent Dyes / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010636:Phenols / Q000138:chemical synthesis* / Q000737:chemistry; D043862:Rotaxanes / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D003503:Cyclobutanes; D050091:Dendrimers; D005456:Fluorescent Dyes; D010636:Phenols; D043862:Rotaxanes; C480596:squaraine; D003300:Copper