IP Library Granted Patent US 8,536,324
Granted Patent B2
US 8,536,324 · App. 12/105,884 · Granted Sep 17, 2013

Method of drug delivery by carbon nanotube-chitosan nanocomplexes

Inventors: Shyam S. Mohapatra (Tampa, FL); Arun Kumar (Tampa, FL)
Assignee: University of South Florida
C08B37/003Y10S977/742Y10S977/75Y10S977/753
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Quick Facts
Patent No.
US 8,536,324
App. No.
12/105,884
Granted
Sep 17, 2013
Kind
B2
Abstract

Functionalized Single Wall Carbon Nanotube (SWCNT) complexed with nanochitosan for use in the delivery of bioaffecting substances and diagnostic applications. fSWCNT complexed with the chitosan NG042 were used for delivery of DNA-encoding EGFP reporter protein and peptide. The results demonstrate that shown CNT-chitosan hybrid nanoparticles exhibit significantly higher transfection efficiency in vivo than chitosan alone. Furthermore, the functionalized nanotubes were tested for peptide transfer into HEK293 cells. The results showed that the hybrid nanoparticles efficiently transferred peptides. Together, these results show that hybrid SWCNT-chitosan particles increase DNA and peptide transfer into cells.

Claims (52)

1. A method for preparing a compound comprising the steps of:

providing a functionalized carbon nanotube, wherein the functionalized nanotube further comprises:

a single walled carbon nanotube structure;

at least one functional group directly bonded to at least one carbon in the carbon nanotube structure, wherein the function group is [(CH 2 )CO 2 H] x , COOH, ammonium, or lysine;

providing a chitosan solution;

contacting the functionalized carbon nanotube with the chitosan solution to form a chitosan coating;

providing at least one biomolecule; and

complexing the at least one biomolecule to the chitosan coating.

2. The method of claim 1 wherein the step of providing the chitosan solution includes the steps of:

dissolving chitosan or a derivative thereof in an about 0.05M hydrochloric acid solution at a temperature of about 80° to about 90° to a concentration of about 0.5% by weight;

reducing the temperature of the solution to room temperature; and

adjusting the pH of the solution to about 4.5 with concentrated potassium hydroxide.

3. The method according to claim 1

wherein the at least one biomolecule is one or more nucleic acids, one or more peptides, or drugs.

4. The method of claim 1 wherein the step of providing a functionalized carbon nanotube further comprises the steps

functionalizing the carbon nanotube structure, comprising the steps

suspending the carbon nanotube structure in o-dichlorobenzene to form a suspension;

heating the suspension to 80-90° C. for 10 days;

cooling the suspension; and

filtering the cooled suspension.

5. The method of claim 1 wherein the biomolecule is complexed in a solution having a ratio of 1:5 ratio of biomolecule to chitosan coated-functionalized carbon nanotube.

6. The method of claim 1 wherein the functionalized carbon nanotube is ammonium-functionalized single-walled carbon nanotubes, or lysine-functionalized single-walled carbon nanotubes.

7. A method for delivering a desired biomolecule to a subject comprising the steps of:

providing a carbon nanotube chitosan complexed to a desired biomolecule wherein the carbon nanotube chitosan further comprises:

a functionalized carbon nanotube, wherein the functionalized nanotube further comprises:

a carbon nanotube structure;

at least one functional group bonded to at least one carbon in the carbon nanotube structure, wherein the function group is [(CH 2 )CO 2 H] x , COOH, ammonium, or lysine;

a chitosan coating complexed to the carbon nanotube structure; and

at least one biomolecule complexed to the chitosan coating; and

contacting a subject with the complexed carbon nanotube chitosan preparation.

8. The method according to claim 7 wherein the desired biomolecule is selected from the group consisting of peptides, proteins, nucleic acids and drugs.

9. The method according to claim 7 wherein the complexed carbon nanotube chitosan is delivered to effect drug delivery to the subject.

10. The method according to claim 7 wherein the complexed carbon nanotube chitosan is delivered to effect diagnostics in the subject.

11. The method according to claim 7 wherein the complexed carbon nanotube chitosan is delivered as a biosensor for the subject.

12. A compound comprising:

a functionalized carbon nanotube, wherein the functionalized nanotube further comprises:

a carbon nanotube structure, wherein the carbon nanotube structure is single wall carbon nanotube;

at least one functional group bonded to at least one carbon in the carbon nanotube structure, wherein the function group is [(CH 2 )CO 2 H] x , COOH, ammonium, or lysine;

a chitosan coating complexed to the carbon nanotube; and

at least one biomolecule complexed to the chitosan coating.

13. The compound according to claim 12 , wherein the at least one biomolecule is selected from the group consisting of peptides, proteins, nucleic acids and drugs.

14. The compound of claim 12 wherein the functionalized carbon nanotube is ammonium-functionalized single-walled carbon nanotubes, or lysine-functionalized single-walled carbon nanotubes.

15. A composition comprising:

at least one functionalized carbon nanotube, wherein the functionalized nanotube further comprises:

a carbon nanotube structure;

at least one functional group bonded to at least one carbon in the carbon nanotube structure, wherein the function group is [(CH 2 )CO 2 H] x , COOH, ammonium, or lysine;

a chitosan coating complexed to the carbon nanotube structure; and

at least one biomolecule complexed to the chitosan coating to form a drug delivery molecule;

wherein the drug delivery molecule is suspended in solution.

16. The functionalized carbon nanotube according to claim 15 , wherein the at least one biomolecule is selected from the group consisting of peptides, proteins, nucleic acids and drugs.

17. The compound according to claim 15 wherein the carbon nanotube structure is single wall carbon nanotube.

18. The composition of claim 15 wherein the functionalized carbon nanotube is ammonium-functionalized single-walled carbon nanotubes, ammonium-functionalized multiwalled carbon nanotubes, or lysine-functionalized single-walled carbon nanotubes.

Assignments (2)
CONFIRMATORY LICENSE Recorded Sep 12, 2016
From: UNIVERSITY OF SOUTH FLORIDA
To: NATIONAL INSTITUTES OF HEALTH (NIH), U.S. DEPT. OF HEALTH AND HUMAN SERVICES (DHHS), U.S. GOVERNMENT
Reel/Frame 039983/0721 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 5, 2008
From: MOHAPARTA, SHYAM S.; KUMAR, ARUN
To: UNIVERSITY OF SOUTH FLORIDA
Reel/Frame 020901/0320 →
Continuity (3)
Continuation PCTUS2006041570 · Oct 23, 2006
Provisional Application 60729461 · Oct 21, 2005
Related Publication 20080214494A1 · Sep 4, 2008