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US 5,834,439 AGranted
Highly packed polycationic ammonium, sulfonium and phosphonium lipids
AssigneeLife Technologies Corporation
InventorsAlberto Haces, Valentina C. Ciccarone
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Abstract
The present invention discloses highly packed polycationic ammonium, sulfonium and phosphonium lipid compounds useful for making lipid aggregates for delivery of macromolecules and other compounds into cells. They are especially useful for the DNA-dependent transformation of cells. Methods for their preparation and use as intracellular delivery agents are also disclosed.
Claims52
A compound of formula:
- ##STR9## where:
- x is an integer ranging from 1 to about 20;
- n.sub.i, where i=1 to x, are independently of one another integers that can have a value ranging from 1 to about 6;
- R.sub.A and R.sub.B, independently of one another, are selected from the group consisting of H, an alkyl group, a hydroxyalkyl group, and a thiol-substituted alkyl group each having from 1 to about 6 carbon atoms;
- A.sub.1 and A.sub.2, independently of other A.sub.1 and A.sub.2 groups, are selected from the group consisting of straight-chain or branched alkyl, alkenyl and alkynyl groups having from 2 to about 22 carbon atoms wherein one or more non-neighboring --CH.sub.2 -- groups can be replaced with an O or S atoms with the exception that when x is 1, 2 or 3, said A.sub.1 and A.sub.2 alkyl groups have from 14 to about 22 carbon atom.
2 more elements
A composition for transfecting a cell which comprises a nucleic acid and one or more compounds having the formula:
- ##STR10## where:
- x is an integer ranging from 1 to about 20;
- n.sub.i, where i=1 to x, are independently of one another integers that can have a value ranging from 1 to about 6;
- R.sub.A and R.sub.B, independently of one another, are selected from the group consisting of H, an alkyl group, a hydroxyalkyl group, and a thiol-substituted alkyl group each having from 1 to about 6 carbon atoms;
- A.sub.1 and A.sub.2, independently of other A.sub.1 and A.sub.2 groups, are selected from the group consisting of straight-chain or branched alkyl, alkenyl and alkynyl groups each having from 2 to about 22 carbon atoms wherein one or more non-neighboring --CH.sub.2 -- groups can be replaced with an O or S atom.
2 more elements
A lipid aggregate which comprises one or more compounds having the formula:
- ##STR11## where:
- x is an integer ranging from 1 to about 20;
- n.sub.i, where i=1 to x, are independently of one another integers that can have a value ranging from 1 to about 6;
- R.sub.A and R.sub.B, independently of one another, are selected from the group consisting of H, an alkyl group, a hydroxyalkyl group and a thiol-substituted group each having from 1 to about 6 carbon atom;
- A.sub.1 and A.sub.2, independently of other A.sub.1 and A.sub.2 groups, are selected from the group consisting of straight-chain or branched alkyl, alkenyl and alkynyl groups having from 2 to about 22 carbon atoms wherein one or more non-neighboring --CH.sub.2 -- groups can be replaced with an O or S atoms.
2 more elements
Dependencies are inferred from the claim text.