Microneedle device having a peptide therapeutic agent and an amino acid and methods of making and using the same

Patent metadata

Field	Value
Publication number	US-2017209367-A1
Application number	US-201715480813-A
Country	US
Kind code	A1
Filing date	Apr 6, 2017
Priority date	Nov 30, 2011
Publication date	Jul 27, 2017
Grant date	—

Abstract

A medical device including an array of microneedles and a coating disposed on or within the microneedles and a method of making such a device are disclosed. The coating includes a peptide therapeutic agent and an amino acid. A method of stabilizing a peptide therapeutic agent with an amino acid on an array of microneedles is also disclosed. In some cases, the peptide therapeutic agent and the amino acid either both have a net positive charge or both have a net negative charge. In some cases, the peptide therapeutic agent is histidine.

First claim

What is claimed is:

1 . A medical device comprising:
an array of microneedles; and a coating on or within at least a portion of the microneedles, wherein the coating comprises:
a peptide therapeutic agent; and
histidine,

wherein the molar ratio of the histidine to the peptide therapeutic agent is less than 2:1.

2 . The medical device of claim 1 , wherein the molar ratio of the histidine to the peptide therapeutic agent is less than 1.5:1.

3 . The medical device of claim 1 , wherein the peptide therapeutic agent has a net positive charge.

4 . The medical device of claim 1 , wherein the histidine stabilizes the peptide therapeutic agent in the coating.

5 . A medical device comprising:
an array of microneedles; and a coating on or within at least a portion of the microneedles, wherein the coating comprises:
a peptide therapeutic agent; and
an amino acid,

wherein the peptide therapeutic agent and the amino acid either both have a net positive charge or both have a net negative charge, and wherein the coating is substantially free of sorbitol.

6 . The medical device of claim 5 , wherein the amino acid has a net positive charge.

7 . The medical device of claim 6 , wherein the amino acid is histidine.

8 . The medical device of any one of claim 1 , wherein the peptide therapeutic agent is a parathyroid hormone-related protein.

9 . The medical device of claim 8 , wherein the peptide therapeutic agent is a parathyroid hormone-related protein (PTHrP) analogue represented by formula [Glu 22,25 ,Leu 23,28,31 ,Aib 29 ,Lys 26,30 ]hPTHrP(1-34)NH 2 .

10 . A method of making a medical device comprising microneedles, the method comprising:
providing an aqueous composition comprising a peptide therapeutic agent, histidine, and a buffer, wherein the molar ratio of the histidine to the peptide therapeutic agent in the aqueous composition is less than 2:1; contacting the microneedles with the aqueous composition; and volatilizing a portion of the aqueous composition to provide a coating on at least a portion of the microneedles, wherein the coating comprises at least the peptide therapeutic agent and the histidine.

11 . The method of any one of claim 10 , wherein the peptide therapeutic agent is a parathyroid hormone-related protein.

12 . The method of claim 11 , wherein the peptide therapeutic agent is a parathyroid hormone-related protein (PTHrP) analogue represented by formula [Glu 22,25 ,Leu 23,28,31 ,Aib 29 ,Lys 26,30 ]hPTHrP(1-34)NH 2 .

Assignees

• 3M Innovative Properties Co

Inventors

• Zhang Ying
• Fenn Percy T
• Johnson Peter R

Classifications

• A61K38/23

  Calcitonins · CPC title

• A61M2037/0023

  Drug applicators using microneedles · CPC title

• A61K31/4172

  Imidazole-alkanecarboxylic acids, e.g. histidine · CPC title

• A61L2300/252

  Polypeptides, proteins, e.g. glycoproteins, lipoproteins, cytokines · CPC title

• C12Y302/01007

  Inulinase (3.2.1.7) · CPC title