CSIRO PUBLISHING - Australian Journal of Chemistry

Synthesis of NTA₃-DTDA — A Chelator-Lipid that Promotes Stable Binding of His-Tagged Proteins to Membranes

Joseph G. Altin ^A , Martin G. Banwell ^B ^, ^C , Phillip A. Coghlan ^B , Christopher J. Easton ^B , Michael R. Nairn ^B and Daniel A. Offermann ^B

^A School of Biochemistry and Molecular Biology, Faculty of Science, Australian National University, Canberra ACT 0200, Australia.
^B Research School of Chemistry, Institute of Advanced Studies, Australian National University, Canberra ACT 0200, Australia.
^C Corresponding author. Email: mgb@rsc.anu.edu.au

Abstract

A six-step reaction sequence is described for the preparation of compound 1 (NTA₃-DTDA), a membrane-penetrating and potent chelator that can be incorporated into liposomes and plasma membrane vesicles containing antigens and thus allowing targeted delivery of such assemblies to a variety of cells for the purposes of eliciting anti-tumour responses. Full spectroscopic characterization of this dendritic-type compound as well as certain of its precursors is reported.

Australian Journal of Chemistry 59(5) 302–306 doi:10.1071/CH06112
Submitted: 3 April 2006 Accepted: 26 April 2006 Published: 13 June 2006