Lipidated poly(amino acid) nanostructures

Patent metadata

Field	Value
Publication number	US-12509552-B2
Application number	US-202217716498-A
Country	US
Kind code	B2
Filing date	Apr 8, 2022
Priority date	Apr 8, 2021
Publication date	Dec 30, 2025
Grant date	Dec 30, 2025

Abstract

The present disclosure is directed to novel lipidated poly(amino acid)s (LPAAs). The present disclosure is further related to processes for preparing such novel lipidated poly(amino acid)s (LPAAs) and for preparing novel lipidated poly(amino acid)s nanoparticles (LPAANPs). Additionally, the present disclosure relates to processes for utilizing lipidated poly(amino acid)s (LPAAs) that are biocompatible and capable of drug delivery.

First claim

The invention claimed is:

1 . A lipidated poly(amino acid) consisting of lysine and valine,
wherein at least a portion of the lipidated poly(amino acid) is in the form of a micelle or a nanoparticle, wherein the micelle or nanoparticle further comprises an entrapped component selected from the group consisting of a therapeutic component, a cancer destroying component, adjuvants, anti-inflammatory therapeutics, immunomodulatory drugs, vaccines, growth factors, a fluorophore-labeled peptide, a fluorophore-labeled peptide amphiphile, a protein, and combinations thereof, and wherein the lipidated poly(amino acid) comprises a lysine:valine ratio of about 2:1 or less.

2 . The lipidated poly(amino acid) of claim 1 , wherein the weight ratio of entrapped component to lipidated poly(amino acid) is about 1:2 or less.

3 . The lipidated poly(amino acid) of claim 1 , wherein the fluorophore-labeled peptide comprises SEQ ID NO: 2.

4 . The lipidated poly(amino acid) of claim 1 , wherein the fluorophore-labeled peptide amphiphile comprises SEQ ID NO: 1.

5 . The lipidated poly(amino acid) of claim 1 , wherein the cancer destroying component comprises doxorubicin.

6 . The lipidated poly(amino acid) of claim 1 , wherein the entrapped component is selected from the group consisting of doxorubicin, SEQ ID NO: 1, SEQ ID NO: 2, and combinations thereof.

7 . The lipidated poly(amino acid) of claim 1 , wherein the weight ratio of entrapped component to lipidated poly(amino acid) is about 1:9 or less.

8 . The lipidated poly(amino acid) of claim 1 , wherein the lipidated poly(amino acid) has a critical micelle concentration (CMC) of from about 0.5 to about 7.5 g/mL.

9 . The lipidated poly(amino acid) of claim 1 , wherein at least a portion of the lipidated poly(amino acid) is in the form of a micelle and has a micelle diameter of about 5.0 nm or greater.

10 . The lipidated poly(amino acid) of claim 1 , wherein at least a portion of the lipidated poly(amino acid) is in the form of a micelle and has a micelle diameter of about 70 nm or greater.

11 . The lipidated poly(amino acid) of claim 1 , wherein the lipidated poly(amino acid) displays one or more cell-targeting components.

12 . The lipidated poly(amino acid) of claim 2 , wherein the cell-targeting components are selected from the group consisting of small molecules, peptides, aptamers, and proteins.

13 . The lipidated poly(amino acid) of claim 12 , wherein the lipidated poly(amino acid) displays antibodies.

14 . A lipidated poly(amino acid) consisting of lysine and valine,
wherein at least a portion of the lipidated poly(amino acid) is in the form of a micelle, wherein the micelle further comprises an entrapped component selected from the group consisting of a therapeutic component, a cancer destroying component, adjuvants, anti-inflammatory therapeutics, immunomodulatory drugs, vaccines, growth factors, a fluorophore-labeled peptide, a fluorophore-labeled peptide amphiphile, a protein, and combinations thereof, and wherein the lipidated poly(amino acid) comprises a lysine:valine ratio of about 2:1 or less.

Assignees

• Univ Missouri

Inventors

• Smith Josiah
• Ulery Bret

Classifications

• A61K9/1075 Primary

  Microemulsions or submicron emulsions; Preconcentrates or solids thereof; Micelles, e.g. made of phospholipids or block copolymers (A61K9/0026 takes precedence) · CPC title

• A61K31/704

  attached to a condensed carbocyclic ring system, e.g. sennosides, thiocolchicosides, escin, daunorubicin {(digitoxin A61K31/7048)} · CPC title

• A61K9/5123

  Organic compounds, e.g. fats, sugars · CPC title

• A61K9/5192

  Processes · CPC title

• C08G69/10

  Alpha-amino-carboxylic acids {(polysuccinimides C08G73/1092)} · CPC title