Carboxylated polyamine derivatives as transfection reagents
The invention provides polyamine derivatives, a use of the polyamine derivatives for the transfection of polyanions into cells, and a method of transfecting cells with a polyanion, comprising mixing said polyanion with a polyamine derivative e.g. in a buffer and treating said cells with the mixture obtained in the previous step.
1. A polyalkylenimine derivative for the transfection of polyanions into cells comprising:
a plurality of carboxylated substituents comprising a carboxyl group bonded via a hydrophobic linker to amino groups of a polyalkylenimine, wherein each of said carboxylated substituents comprises from 6 to 40 carbon atoms, preferably from 6 to 20 carbon atoms, and more preferably from 8 to 16 carbon atoms; and
a plurality of hydrophobic substituents bonded to amino groups of said polyalkylenimine, wherein each of said hydrophobic substituents comprises at least 2 carbon atoms.
2. The polyalkylenimine derivative of claim 1 , wherein any one or more of said hydrophobic linkers comprises from 1 to 3 heteroatoms selected from O, N, and S.
3. The polyalkylenimine derivative of claim 1 , wherein any one or more of said hydrophobic substituents comprises from 1 to 3 heteroatoms selected from O, N, and S provided said hydrophobic substituent has at least 6 carbon atoms.
4. The polyalkylenimine derivative of claim 1 further being complexed to a nucleic acid or a protein.
5. The polyalkylenimine derivative of claim 1 wherein each of said hydrophobic substituents comprises from 6 to 40 carbon atoms.
6. The polyalkylenimine derivative according to claim 1 , wherein said carboxylated substituents are carboxyalkyl substituents and said hydrophobic substituents are alkyl substituents.
7. The polyalkylenimine derivative according to claim 6 , wherein the number of carbon atoms of said carboxyalkyl substituent together with the number of carbon atoms of said alkyl substituent is between 10 and 30.
8. The polyalkylenimine derivative according to claim 7 , wherein the number of carbon atoms of said carboxyalkyl substituent together with the number of carbon atoms of said alkyl substituent is between 15 and 25.
9. The polyalkylenimine derivative according to claim 6 , wherein a uniform carboxyalkyl substituent and no mixture of different carboxyalkyl substituents is used and wherein a uniform alkyl substituent and no mixture of alkyl substituents is used.
10. The poylalkylenimine derivative according to claim 9 , wherein the number of carbon atoms of said uniform carboxyalkyl substituent together with the number of carbon atoms of said uniform alkyl substituent is between 10 and 30, preferably between 15 and 25.
11. The poylalkylenimine derivative according to claim 10 , wherein the number of carbon atoms of said uniform carboxyalkyl substituent together with the number of carbon atoms of said uniform alkyl substituent is between 15 and 25.
12. A polyvinylamine derivative for the transfection of polyanions into cells, comprising:
a plurality of carboxylated substituents comprising a carboxyl group bonded via a hydrophobic linker to amino groups of a polyvinylamine, wherein each of said carboxylated substituents comprises from 6 to 40 carbon atoms; and
a plurality of hydrophobic substituents bonded to amino groups of said polyvinylamine, wherein each of said hydrophobic substituents comprises at least 2 carbon atoms, preferably from 6 to 40 carbon atoms.
13. The polyvinylamine derivative of claim 12 wherein each of said carboxylated substituents comprises from 6 to 20 carbon atoms.
14. The polyvinylamine derivative of claim 13 wherein each of said carboxylated substituents comprises from 8 to 16 carbon atoms.
15. The polyvinylamine derivative of claim 12 wherein each of said hydrophobic substituents comprises from 6 to 40 carbon atoms.
16. The polyvinylamine derivative of claim 12 , wherein any one or more of said hydrophobic linkers comprises from 1 to 3 heteroatoms selected from O, N, and S.
17. The polyvinylamine derivative of claim 12 , wherein any one or more of said hydrophobic substituents comprises from 1 to 3 heteroatoms selected from O, N, and S provided said hydrophobic substituent has at least 6 carbon atoms.
18. A polyallylamine derivative for the transfection of polyanions into cells, comprising:
a plurality of carboxylated substituents comprising a carboxyl group bonded via a hydrophobic linker to amino groups of a polyallylamine, wherein each of said carboxylated substituents comprises from 6 to 40 carbon atoms; and
a plurality of hydrophobic substituents bonded to amino groups of said polyallylamine, wherein each of said hydrophobic substituents comprises at least 2 carbon atoms.
19. The polyallylamine derivative of claim 18 wherein each of said carboxylated substituents comprises from 6 to 20 carbon atoms.
20. The polyallylamine derivative of claim 19 wherein each of said carboxylated substituents comprises from 8 to 16 carbon atoms.
21. The polyallylamine derivative of claim 18 wherein each of said hydrophobic substituents comprises from 6 to 40 carbon atoms.
22. The polyallylamine derivative of claim 18 , wherein any one or more of said hydrophobic linkers comprises from 1 to 3 heteroatoms selected from O, N, and S.
23. The polyallylamine derivative of claim 18 , wherein any one or more of said hydrophobic substituents comprises from 1 to 3 heteroatoms selected from O, N, and S provided said hydrophobic substituent has at least 6 carbon atoms.