N2-Modified G-Quadruplex Nanoparticles Stabilization

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Solution Overview

Problem

Existing G-quadruplex nucleic acid structures are destabilized by modifications at the N2-position of guanine bases, limiting their functionalization and stability, particularly for pharmaceutical and sensing applications.

Innovation Solution

A nucleic acid nanoparticle with a G-quadruplex structure containing multiple guanine bases modified at the N2-position with 6-aminohexyl or benzyl groups, which stabilizes the nanoparticle and allows for additional functionalization, such as attachment of pharmaceutically active compounds or molecular sensors.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Adaptability or versatility

If guanine bases are modified at the N2-position to enable functionalization, then the ability to attach functional groups is improved, but the G-quadruplex structure becomes destabilized

Engineering Contradiction:
Improvefunctionalization capabilityVSAvoidG-quadruplex structure stability
Core Design Contradiction:
Adaptability or versatilityVSStability of the object's composition

Solution Approach 1:

The patent applies parameter changes by modifying the chemical structure at the N2-position of guanine bases with specific groups (alkyl, aryl, heteroaryl, or functional groups). These controlled chemical parameter changes enable functionalization while the patent identifies specific modifications that maintain or enhance G-quadruplex stability rather than destabilize it, resolving the contradiction between functionalization capability and structural stability

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent applies local quality by introducing specific modifications at the N2-position of guanine bases located in the G-tetrad layers, while leaving other parts of the molecule unchanged. This localized modification approach allows functionalization at specific sites without disrupting the overall G-quadruplex structure, thereby maintaining stability while achieving adaptability

Inventive Principle:
Principle #3Local quality

2Adaptability or versatility

If modifications are made at the O6-position or C8-position to functionalize the G-quadruplex, then functionalization is enabled, but the Hoogsteen bonding is disrupted and stability is reduced

Engineering Contradiction:
Improvefunctionalization capabilityVSAvoidHoogsteen bonding integrity
Core Design Contradiction:
Adaptability or versatilityVSReliability

Solution Approach 1:

The patent applies local quality by specifically targeting the N2-position of guanine bases for modification, which is located in the major groove and does not participate in Hoogsteen bonding. This localized approach allows functionalization without disrupting the critical Hoogsteen bonds that stabilize the G-quadruplex structure, thereby maintaining reliability while achieving adaptability

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The N2-position acts as an intermediary site that allows attachment of functional groups without interfering with the core Hoogsteen bonding network. By using this intermediate position for modifications, the patent enables functionalization while preserving the structural integrity and reliability of the G-quadruplex assembly

Inventive Principle:
Principle #24Intermediary (Mediator)

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 N2-modified G-quadruplex nanoparticles demonstrate enhanced thermal stability and versatility for functionalization, enabling their use as medicaments and molecular sensors without disrupting the G-quadruplex conformation, with a remarkable increase in stability of over 45°C and potential for multiple site functionalization.

Implementation Method 1

Many types of guanine analogs have been observed to destabilize the G-quadruplex structure. This is especially true for modifications that disrupt the Hoogsteen bonding of the guanine tetrad

Methodology Applied
Scientific EffectHoogsteen bonding: Chemical Bonding

Implementation Method 2

G-quadruplex nucleic acids are four-stranded structures formed by certain guanine-rich sequences

Methodology Applied
Scientific EffectBase stacking:

Data Source

PatentEP2989112B1Modified g-quadruplex nanoparticles
Publication Date: 2021.09.22 NANYANG TECH UNIV
  • EP2989112B1 patent drawingFigure 1A~1C
  • EP2989112B1 patent drawingFigure 2A~2C
  • EP2989112B1 patent drawingFigure 3

AI summary

This invention relates to a nucleic acid nanoparticle comprising at least one G-quadruplex structure wherein at least one guanine base comprises a modification in the N2-position and the use of said nucleic acid nanoparticle as a medicament, molecular sensor, or tag. Further this invention relates to methods of stabilizing a nucleic acid nanoparticle comprising at least one G-quadruplex structure.