IP Library Granted Patent US 9,580,560
Granted Patent B2
US 9,580,560 · App. 14/672,436 · Granted Feb 28, 2017

Polymer ligands for nanoparticles

Inventors: Hedi Mattoussi (Tallahassee, FL); Wentao Wang (Tallahassee, FL); Goutam Palui (Tallahassee, FL)
Assignee: The Florida State University Research Foundation, Inc.
C08G81/025C08F8/32C09D123/36C09D187/005G01N33/5005G01N33/582C09D135/00
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Quick Facts
Patent No.
US 9,580,560
App. No.
14/672,436
Granted
Feb 28, 2017
Kind
B2
Abstract

The disclosure is directed to polymer ligands that are optimally suited for surface-functionalizing magnetic nanoparticles. The amphiphilic polymers are prepared by coupling several amine-terminated anchoring groups, polyethylene glycol moieties, and reactive groups onto a poly(isobutylene-alt-maleic anhydride) (PIMA) chain. The reaction of maleic anhydride groups with amine-containing molecules is highly-efficient and occurs in one-step. The availability of several dopamine groups in the same ligand greatly enhances the ligand affinity, via multiple-coordination, to the magnetic NPs, while the hydrophilic and reactive groups promote colloidal stability in buffer media and allow subsequent conjugation with target biomolecules. Nanoparticles ligated with terminally reactive polymers have been easily coupled to target dyes and tested in live cell imaging with no measurable cytotoxicity.

Claims (20)

1. A composition comprising a polymer comprising a repeat unit (A) and a repeat unit (G), wherein the repeat unit (A) and the repeat unit (G) have the following structures:

wherein each R is independently —H or —COOH, and

each R 1 is independently —H, —NO 2 , or —OH.

2. The composition of claim 1 wherein no more than one R is —COOH and each R 1 is —H.

3. The composition of claim 1 wherein the polymer comprises a repeat unit (B) having the following structure:

4. The composition of claim 1 wherein the polymer further comprises a repeat unit (C) having the following structure:

5. The composition of claim 1 wherein the polymer comprises a repeat unit (B) and a repeat unit (C) having the following structures:

6. The composition of claim 1 wherein the polymer comprises a repeat unit (B) and further comprises a repeat unit (D) having the following structures:

wherein Y has a value between one and about 100 and each R 2 is independently selected from the group consisting of hydroxy (—OH), methoxy (—OCH 3 ), amino (—NH 2 ), azido (—N 3 ), thiol (—SH), ethynyl (—C≡CH), carboxyl (—COOH), and aldehyde (—C(O)H).

7. The composition of claim 1 wherein the polymer comprises a repeat unit (B) and further comprises a repeat unit (E) having the following structures:

wherein Y has a value between one and about 100.

8. The composition of claim 1 wherein the polymer comprises a repeat unit (B) and further comprises a repeat unit (F) having the following structures:

wherein Y has a value between one and about 100.

9. The composition of claim 1 wherein the polymer comprises a repeat unit (B) and further comprises a repeat unit (C) and a repeat unit (D), each having the following structures:

wherein Y has a value between one and about 100 and each R 2 is independently selected from the group consisting of hydroxy (—OH), methoxy (—OCH 3 ), amino (—NH 2 ), azido (—N 3 ), thiol (—SH), ethynyl (—C≡CH), carboxyl (—COOH), and aldehyde (—C(O)H).

10. The composition of claim 1 wherein the polymer comprises a repeat unit (B) and further comprises a repeat unit (C), a repeat unit (E), and a repeat unit (F), each having the following structures:

11. The composition of claim 1 wherein the polymer comprises a coating over a nanoparticle.

12. The composition of claim 11 wherein the nanoparticle comprises a magnetic material.

13. The composition of claim 11 wherein the nanoparticle comprises a material selected from the group consisting of Fe 3 O 4 , Fe 2 O 3 , FePt, Co, Mn-doped Fe 3 O 4 , CdSeS/ZnS, InP/ZnS, PbS, CdTe, CoPt, FeCoPt, CoFe 2 O 4 , MnO, Mn 3 O 4 , Co 3 O 4 , FeO, Ni, TiO 2 , Al 2 O 3 , CdSe, PbSe, ZrO 2 , ZnO, Au, Ag, and graphene oxide.

14. The composition of claim 11 wherein the nanoparticle comprises a material selected from the group consisting of FePt, Co, Mn-doped Fe 3 O 4 , CdSeS/ZnS, InP/ZnS, PbS, CdTe, CoPt, FeCoPt, CoFe 2 O 4 , MnO, Mn 3 O 4 , Co 3 O 4 , Ni, TiO 2 , Al 2 O 3 , CdSe, PbSe, ZrO 2 , ZnO, Au, Ag, and graphene oxide.

Assignments (2)
CONFIRMATORY LICENSE Recorded Nov 18, 2015
From: FLORIDA STATE UNIVERSITY
To: NATIONAL SCIENCE FOUNDATION
Reel/Frame 037145/0979 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 30, 2015
From: MATTOUSSI, HEDI; WANG, WENTAO; PALUI, GOUTAM
To: THE FLORIDA STATE UNIVERSITY RESEARCH FOUNDATION, INC.
Reel/Frame 035284/0607 →
Continuity (2)
Provisional Application 61974122 · Apr 2, 2014
Related Publication 20150284517A1 · Oct 8, 2015