IP Library Granted Patent US 9,759,727
Granted Patent B2
US 9,759,727 · App. 13/069,458 · Granted Sep 12, 2017

Ligands for semiconductor nanocrystals

Inventors: Hee-Sun Han (Cambridge, MA); Wenhao Liu (Somerville, MA); Moungi G. Bawendi (Cambridge, MA)
Assignee: MASSACHUSETTS INSTITUTE OF TECHNOLOGY
G01N33/588A61K49/0041A61K49/0054A61K49/0067B82Y15/00
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Quick Facts
Patent No.
US 9,759,727
App. No.
13/069,458
Granted
Sep 12, 2017
Kind
B2
Abstract

In this invention, polyimidazole ligands (PILs) incorporating pendant imidazole moieties for nanocrystal binding and either sulfonatebetaine, carboxybetaine, or phosphocholinebetaine moieties for water-solubilization have been developed. Greatly enhanced stability of nanocrystals (both over time and in wide pH range) was achieved by incorporating multi-dentate imidazole moieties which provide strong coordination of the ligand to the nanocrystal surface and prevent aggregation of nanocrystals. Synthesis of betaine PILs was developed by modifying the synthesis of recently developed PEG containing poly imidazole ligands (PEG PILs). These nanocrystals are compact, water soluble, and biocompatible.

Claims (16)

1. A water soluble composition comprising:

a plurality of semiconductor nanocrystals; and

a copolymer including a polyimidazole ligand including a zwitterionic moiety coat on each semiconductor nanocrystal of the plurality of semiconductor nanocrystals, wherein the zwitterionic moiety includes betaine,

wherein the copolymer on the each semiconductor nanocrystal increases a hydrodynamic diameter of the each semiconductor nanocrystal no more than 5 nm.

2. The composition of claim 1 , wherein the betaine polyimidazole ligand coat includes a sulfonate.

3. The composition of claim 1 , wherein the betaine polyimidazole ligand coat includes a carboxylate.

4. The composition of claim 1 , wherein the betaine polyimidazole ligand coat includes a phosphocholine.

5. The composition of claim 1 , wherein the plurality of semiconductor nanocrystals is monodisperse.

6. The composition of claim 1 , wherein the composition is biocompatible.

7. The composition of claim 1 , further comprising an energy transfer dye.

8. The composition of claim 6 , wherein the composition exhibits high permeability in blood vessels.

9. The composition of claim 8 , wherein the blood vessels are tumor vessels.

10. The composition of claim 6 , wherein the composition exhibits low non-specific binding to cells and macromolecules.

11. The composition of claim 10 , wherein the macromolecule is a protein.

12. The composition of claim 11 , wherein the protein can be at the surface of the cell or within the cell.

13. The composition of claim 1 , wherein the semiconductor nanocrystal has a quantum yield greater than 50%.

Assignments (2)
CONFIRMATORY LICENSE Recorded Mar 2, 2012
From: MASSACHUSETTS INSTITUTE OF TECHNOLOGY
To: NATIONAL INSTITUTES OF HEALTH (NIH), U.S. DEPT. OF HEALTH AND HUMAN SERVICES (DHHS), U.S. GOVERNMENT
Reel/Frame 027794/0197 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 3, 2011
From: HAN, HEE-SUN; LIU, WENHAO; BAWENDI, MOUNGI G.
To: MASSACHUSETTS INSTITUTE OF TECHNOLOGY
Reel/Frame 026384/0553 →
Continuity (2)
Provisional Application 61316659 · Mar 23, 2010
Related Publication 20110236315A1 · Sep 29, 2011