Insulin Formulation with pH Memory and Aprotic Solvent

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Solution Overview

Problem

Current insulin formulations for parenteral administration, particularly for diabetes treatment, face challenges in replicating the natural physiological insulin spike due to the slow absorption of insulin analogs, leading to inadequate blood glucose control and adverse effects like hyperglycemia and hypoglycemia, and are prone to instability and aggregation issues.

Innovation Solution

A formulation of insulin dried in a buffer to maintain a specific pH memory, reconstituted in an aprotic polar solvent with low water content, resulting in stable monomeric and dimeric forms that enhance absorption and reduce aggregation, allowing for both native and modified insulin use.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Stability of the object's composition

If insulin is formulated as stabilized zinc-bound hexamers in aqueous solution, then stability is improved, but absorption rate deteriorates

Engineering Contradiction:
Improveinsulin stabilityVSAvoidabsorption rate
Core Design Contradiction:
Stability of the object's compositionVSSpeed

Solution Approach 1:

The patent changes the solvent parameter from aqueous to aprotic polar (DMSO, DMF, NMP), which fundamentally alters insulin's association state from hexamers to monomers/dimers. This parameter change enables simultaneous achievement of stability (through pH memory effect) and rapid absorption (through monomeric/dimeric forms)

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent utilizes phase transition during lyophilization (freezing-drying) to convert insulin from solution state to solid state with preserved pH memory, then upon reconstitution in aprotic polar solvent, transitions to monomeric/dimeric forms that are both stable and rapidly absorbable

Inventive Principle:
Principle #36Phase transitions

2Speed

If insulin is formulated as monomeric forms in aqueous solution, then absorption rate is improved, but stability deteriorates

Engineering Contradiction:
Improveabsorption rateVSAvoidinsulin stability
Core Design Contradiction:
SpeedVSStability of the object's composition

Solution Approach 1:

The patent changes the pH parameter through the pH memory effect during lyophilization, establishing optimal pH (2-4 or 6-8) that stabilizes monomeric insulin. The aprotic polar solvent parameter prevents water-mediated degradation pathways while maintaining monomeric/dimeric association state

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent introduces aprotic polar solvent as an intermediary medium that replaces water's role in solubilization without providing the degradation pathways present in aqueous environments. This intermediary enables monomeric stability that cannot be achieved in water

Inventive Principle:
Principle #24Intermediary (Mediator)

3Speed

If rapid-acting insulin analogs are used, then absorption rate is improved, but physiological mimicry deteriorates

Engineering Contradiction:
Improveabsorption rateVSAvoidphysiological mimicry
Core Design Contradiction:
SpeedVSReliability

Solution Approach 1:

The patent changes the formulation parameters (aprotic polar solvent, pH memory, low water content) to achieve rapid absorption of native or analogue insulin while maintaining pharmacokinetic profiles that better mimic physiological insulin release, avoiding the excessive peak levels and prolonged duration of current rapid-acting analogs

Inventive Principle:
Principle #35Parameter changes

Applied Scientific Principles

This section explains which scientific principles are used to turn an abstract innovation direction into a practical engineering solution.

Function Achieved in This Case

This approach enables rapid absorption of insulin, improving blood glucose control by mimicking natural insulin spikes, reducing the volume of administration, and maintaining stability and bioavailability, thus addressing the limitations of existing insulin formulations.

Implementation Method 1

insulin that comprises a pH memory between 1 to 4 or between 6 to 8 and has been previously dried from a non-volatile buffer

Methodology Applied
Scientific EffectpH memory:

Implementation Method 2

the insulin is solubilized in the aprotic polar solvent

Methodology Applied
Scientific EffectSolubilization: Solvation

Implementation Method 3

the rate-limiting factors for absorption of soluble insulin are (i) interstitial transport to the capillaries by diffusion

Methodology Applied
Scientific EffectDiffusion: Diffusion

Implementation Method 4

the majority of the solubilized insulin comprises stable monomeric or dimeric forms of insulin or mixtures thereof

Methodology Applied
Scientific EffectStability:

Data Source

PatentEP2773331B1Formulations for the treatment of diabetes
Publication Date: 2016.02.10 XERIS PHARMACEUTICALS INC
  • EP2773331B1 patent drawingFigure 1
  • EP2773331B1 patent drawingFigure 2
  • EP2773331B1 patent drawingFigure 3~4

AI summary

Disclosed is a formulation for parenteral administration comprising insulin that comprises a pH memory between 1 to 4 or between 6 to 8 and an aprotic polar solvent, wherein the insulin is solubilized in the aprotic polar solvent, wherein the solubilized insulin comprises stable monomeric or dimeric forms of insulin or mixtures thereof, and wherein the water content of the formulation is equal to or less than 15% w/v.