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

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Contents Vol 59(5)

doi:10.1071/CH06112

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, 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





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

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.