SVA-PEG Hemoglobin Conjugates for Reduced Vasoconstriction

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Solution Overview

Problem

Current hemoglobin-based oxygen carriers (HBOCs) face challenges due to vasoconstriction caused by nitric oxide scavenging, leading to hypertension, and existing conjugation methods result in heterogeneous products with high molar excess reactants, increasing costs and product heterogeneity.

Innovation Solution

The development of polyalkylene oxide (PAO) hemoglobin conjugates using succinimidyl-valerate activated PEG (SVA-PEG) that binds to hemoglobin under specific conditions, forming a stable and homogeneous conjugate with enhanced stability and reduced vasoconstrictive effects.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Use of energy by moving object

If hemoglobin is used as an oxygen carrier, then oxygen delivery capability is improved, but vasoconstriction occurs due to nitric oxide scavenging

Engineering Contradiction:
Improveoxygen delivery capabilityVSAvoidvasoconstriction
Core Design Contradiction:
Use of energy by moving objectVSObject-generated harmful factors

Solution Approach 1:

The patent removes the harmful heme group from the hemoglobin molecule, creating a hemoglobin variant that lacks the nitric oxide scavenging capability while retaining oxygen binding functionality. This extraction of the problematic component resolves the vasoconstriction issue while preserving the beneficial oxygen delivery function.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent modifies the molecular weight parameter of hemoglobin through conjugation with polyalkylene oxide polymers, changing it from the native ~64,000 Da to significantly higher values. This parameter change affects the pharmacokinetic properties, extending circulation half-life and reducing renal clearance, thereby improving overall therapeutic performance while mitigating vasoconstrictive effects.

Inventive Principle:
Principle #35Parameter changes

2Duration of action of stationary object

If conventional PEG conjugation methods are used to modify hemoglobin, then circulation half-life is extended, but product heterogeneity increases and high molar excess reactants are required

Engineering Contradiction:
Improvecirculation half-lifeVSAvoidproduct homogeneity
Core Design Contradiction:
Duration of action of stationary objectVSManufacturing precision

Solution Approach 1:

The patent changes the chemical parameters of the conjugation reaction by using activated esters instead of conventional PEG reagents, conducting the reaction at physiological pH (7.4) and temperature (4°C), and using stoichiometric or near-stoichiometric amounts of reagents. These parameter changes enable controlled, homogeneous conjugation without requiring high molar excess reactants, thereby improving manufacturing precision while achieving the desired circulation half-life extension.

Inventive Principle:
Principle #35Parameter changes

3Stability of the object's composition

If hemoglobin is cross-linked to prevent dissociation, then stability is improved, but oxygen affinity may be altered

Engineering Contradiction:
Improvetetramer stabilityVSAvoidoxygen affinity
Core Design Contradiction:
Stability of the object's compositionVSUse of energy by moving object

Solution Approach 1:

The patent applies cross-linking at specific local sites within the hemoglobin tetramer structure, using site-specific reagents that target particular amino acid residues. This localized approach to cross-linking stabilizes the tetramer configuration without globally altering the heme environment, thereby maintaining normal oxygen affinity while achieving the desired structural stability.

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

The PAO hemoglobin conjugates exhibit improved stability, homogeneity, and reduced vasoconstriction, with a P50 ranging from 2 to 10 mmHg, allowing for effective oxygen delivery and nitric oxide conversion in the microvasculature, while minimizing unwanted side products and reaction time.

Implementation Method 1

succinimidyl-valerate activated PEG (SVA-PEG) that binds to hemoglobin under specific conditions, forming a stable and homogeneous conjugate

Methodology Applied
Scientific EffectChemical bonding: Chemical Bonding

Implementation Method 2

allowing for effective oxygen delivery and nitric oxide conversion in the microvasculature

Methodology Applied
Scientific EffectNitric oxide conversion: Redox Reactions

Data Source

PatentEP2968597B1Polyalkylene oxide valerate hemoglobin conjugates
Publication Date: 2021.08.18 SCHINDLER WILLIAM
  • EP2968597B1 patent drawingFigure 1~2
  • EP2968597B1 patent drawingFigure 3~4
  • EP2968597B1 patent drawingFigure 5

AI summary

The present invention relates generally to polyethylene glycol (PEG) conjugated hemoglobins made by conjugation of succinimidyl-valerate activated polyethylene glycol to primary amines and N-terminal valines of the hemoglobin.