Org. Lett., 7 (22), 4863 -4866, 2005. 10.1021/ol051583q S1523-7060(05)01583-X
Web Release Date: September 29, 2005

Copyright © 2005 American Chemical Society

Synthesis and Aqueous Aggregation Properties of Amphiphilic Surface-Block Dendrimers

Nathanael R. Luman and Mark W. Grinstaff*

Departments of Chemistry and Biomedical Engineering, Metcalf Center for Science and Engineering, Boston University, 590 Commonwealth Ave., Boston, Massachusetts 02215

mgrin@bu.edu

Received July 6, 2005

Abstract:

A family of dendritic amphiphiles were synthesized from the natural metabolites of glycerol, succinic acid, and myristic acid. The surfaces of these dendrimers display different numbers of alkyl chains and carboxylic acids, varying the hydrophobic-to-hydrophilic ratio over a relatively broad range. In solution these dendritic amphiphiles form supramolecular structures, and these aggregates have been characterized by light microscopy, transmission electron microscopy, and tensiometry. These aggregates can entrap the hydrophobic species pyrene.


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