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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.
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