Universal Peptide Synthesis Platform with Distinct Linkers

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Solution Overview

Problem

Current peptide synthesis platforms require frequent replacement when transitioning between different synthesis processes, leading to inefficiencies and increased costs due to the need for tailored systems for each specific synthesis process.

Innovation Solution

A universal platform for peptide synthesis is developed, utilizing insoluble carrier materials with a plurality of distinct linkers such as Fmoc-2,4-dimethoxy-4'-(carboxymethyloxy)-benzhydrylamine and others, which can be used for various solid-state peptide synthesis processes without the need for platform replacement, allowing for the synthesis of different peptides sequentially.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If a universal platform with multiple linker types is used for various synthesis processes, then platform replacement frequency is reduced and cost is decreased, but the initial platform complexity and manufacturing difficulty increase

Engineering Contradiction:
Improveplatform utilization efficiencyVSAvoidplatform structure complexity
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The patent implements a universal platform containing multiple linker types (acid-labile, base-labile, oxidant-labile, reductant-labile linkers) that can accommodate different peptide synthesis processes. This multi-functional platform eliminates the need for frequent platform replacements when transitioning between different synthesis protocols, directly improving productivity while the increased linker diversity accounts for the platform complexity

Inventive Principle:
Principle #6Universality (Multi-functionality)

Solution Approach 2:

The platform is segmented into distinct linker types, each with specific cleavage characteristics. This segmentation allows the platform to handle different peptide sequences and protection strategies simultaneously, enabling versatile peptide synthesis without requiring complete platform replacement, thus improving productivity through modular functionality

Inventive Principle:
Principle #1Segmentation

2Ease of manufacture

If platform replacement is required for different synthesis processes, then each process can be optimized specifically, but time is lost and costs increase due to frequent replacements

Engineering Contradiction:
Improveprocess optimizationVSAvoidplatform replacement time
Core Design Contradiction:
Ease of manufactureVSLoss of time

Solution Approach 1:

The universal platform maintains process optimization by incorporating multiple specialized linker types within a single platform structure. Each linker type (acid-labile, base-labile, etc.) preserves the optimized characteristics needed for specific synthesis processes, eliminating replacement time while maintaining manufacturing optimization

Inventive Principle:
Principle #6Universality (Multi-functionality)

3Adaptability or versatility

If multiple linker types are integrated into one platform, then versatility for different peptide sequences is improved, but the difficulty of detecting and measuring platform composition increases

Engineering Contradiction:
Improvepeptide synthesis versatilityVSAvoidlinker composition analysis
Core Design Contradiction:
Adaptability or versatilityVSDifficulty of detecting and measuring

Solution Approach 1:

Each linker type within the universal platform possesses distinct local quality characteristics (different cleavage conditions: acid, base, oxidant, reductant). This local differentiation enables selective activation and detection of specific linker types, making composition analysis manageable despite the platform's overall versatility

Inventive Principle:
Principle #3Local quality

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 universal platform enables efficient and cost-effective peptide synthesis by allowing the same platform to be used for multiple peptide sequences, reducing reagent consumption, and facilitating scalable and automated processes with improved heat and mass transfer, while expanding the range of synthesizable peptides.

Implementation Method 1

Peptides can be chemically synthesized by the condensation reaction of the carboxyl group of one amino acid to the amino group of another

Methodology Applied
Scientific EffectCondensation reaction:

Implementation Method 2

excess reagents and side products can be removed by washing and filtration

Methodology Applied
Scientific EffectFiltration: Filter (physical)

Implementation Method 3

an amino acid is coupled to the resin. Subsequently, the amine is deprotected

Methodology Applied
Scientific EffectAcid-labile deprotection:

Implementation Method 4

Fmoc (base-labile)

Methodology Applied
Scientific EffectBase-labile deprotection:

Implementation Method 5

At the end of the synthesis, using a reagent strong acid like trifluoroacetic acid or a nucleophile, the crude peptide is cleaved from the solid support while simultaneously removing all protecting groups

Methodology Applied
Scientific EffectAcidic cleavage:

Implementation Method 6

the crude peptide can be precipitated from a non-polar solvent like diethyl ether

Methodology Applied
Scientific EffectPrecipitation: Precipitation

Data Source

PatentEP4247541B1Methods of making and using platforms for peptide synthesis and compositions thereof
Publication Date: 2024.08.28 PEPTILOGICS INC
  • EP4247541B1 patent drawingFigure 1
  • EP4247541B1 patent drawingFigure 2
  • EP4247541B1 patent drawingFigure 3

AI summary

Methods are disclosed of making and using platforms for peptide synthesis and compositions thereof, such peptide-anchored resins or beads for use in solid-phase peptide synthesis. The platform includes a plurality of platform particles, which particles are insoluble carrier material particles (microparticles/nanoparticles) having a plurality of different linkers coupled to them. The plurality of linkers includes, in various combinations and combinations, (a) Fmoc-2,4-dimethoxy-4-(carboxymethyloxy)-benzhydrylamine (Rink amide linker); (b) 4-Formyl-3-methoxy-phenoxyacetic acid; (c) 2-Hydroxy-5-dibenzosuberone; (d) 4-Hydroxymethylbenzoic acid (HMBA); (e) 4-Hydroxymethyl-phenoxyacetic acid (HMP linker); (f) 4-(Fmoc-hydrazino)-benzoic acid; (g) 4(4-(1-hydroxyethyl)-2-methoxy-5-nitrophenoxy)-butyric acid; and (h) Fmoc-Suberol (5-Fmoc-amino-2-carboxymethoxy-10,11-dihydro-5H-dibenzo[a,d] cycloheptene). In some embodiments, the insoluble carrier material particles have a plurality of linkers that are each a different type from one another. Such platforms can be used in solid-phase peptide synthesis processes.