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US 8,263,639 B2Granted
Multifunctional metal-chelating ligands
AssigneeThe United States of America as represented by the Secretary of the Navy
InventorsMichael Stewart, Kimihiro Susumu, Bing C. Mei, Hedi M Mattoussi
Life of this patent
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Abstract
Disclosed herein are the compounds shown below and methods of their synthesis. The value m is a positive integer. R comprises an alkyl chain or an alkoxy chain. Each X comprises a metal binding group. Each E is a methoxy group or comprises a biomolecule reactive group or a residue thereof. E optionally comprises a protecting group. The value n is a positive integer. The value p is zero or one. Y is OCH3, OH, NH2, or COOH.
Claims15
A compound comprising the formula:
- wherein R comprises an alkyl chain or a poly(ethylene glycol) chain;
- wherein m is a positive integer;
- and
- wherein E is CH3O—, H2N—, HOOC—, HO—, azide, biotin, an alkynyl group, or an aryl group and optionally comprises a protecting group.
1 more element
A method comprising:
- reacting an alkyl- or poly(ethylene glycol)amine comprising CH3O—, H2N—, HOOC—, HO—, azide, biotin, an alkynyl group, or an aryl group and optionally a protecting group with methylacrylate to form a first intermediate;
- reacting the first intermediate with ethylenediamine to form a second intermediate;
- optionally repeating the reactions with methylacrylate and ethylenediamine one or more times to form a dendrimer;
- and
- reacting the second intermediate or the dendrimer with thioctic acid to form a compound comprising the formula:
- wherein m is a positive integer;
- wherein R comprises the alkyl chain or the poly(ethylene glycol) chain;
- and
- wherein E is CH3O—, H2N—, HOOC—, HO—, azide, biotin, an alkynyl group, or an aryl group and optionally comprises a protecting group.
6 more elements
A compound comprising the formula:
- wherein n is from 1 to 50;
- wherein p is zero or one;
- and
- wherein Y is OCH3, OH, NH2, or COOH.
1 more element
Dependencies are inferred from the claim text.