A hydroxylamine ester compound, a preparation method and use thereof, and a method for selectively aminating lysine residues of a protein or polypeptide using the compound

By reacting hydroxylamine ester compounds with lysine residues under physiological conditions to form stable N-N bonds, the problem of protein lysine modification that is difficult to achieve under mild conditions in existing technologies has been solved, expanding the protein modification toolbox and making it applicable to a variety of biomolecular and chemical proteomics studies.

CN122187689APending Publication Date: 2026-06-12SHENZHEN BAY LAB PINGSHAN TRANSLATIONAL MEDICINE CENT
View PDF 0 Cites 0 Cited by

Patent Information

Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
SHENZHEN BAY LAB PINGSHAN TRANSLATIONAL MEDICINE CENT
Filing Date
2026-03-10
Publication Date
2026-06-12

AI Technical Summary

Technical Problem

Existing technologies have limitations in directly and selectively modifying protein lysine residues under mild, physiological conditions to construct stable nitrogen-nitrogen (NN) bonds, especially in constructing a toolbox of protein modification chemistry and bioconjugation strategies.

Method used

A hydroxyamine ester compound is used to form a stable N-N bond by reacting with lysine residues in a neutral pH buffer and at physiological temperature. The electrophilicity is enhanced by a strong electron-withdrawing leaving group, and the reaction does not require a catalyst.

Benefits of technology

It achieves highly selective modification of lysine residues under mild conditions to form stable N-N bonds, expands the chemical toolbox for protein modification, is applicable to a variety of biomolecules, maintains the native structure and function of proteins, and is suitable for chemical proteomics research.

✦ Generated by Eureka AI based on patent content.

Smart Images

  • Figure CN122187689A_ABST
    Figure CN122187689A_ABST
Patent Text Reader

Abstract

The application discloses a hydroxylamine ester compound, a preparation method and application thereof, and a method for selectively aminating lysine residues of a protein or a polypeptide by using the compound. The method comprises the following steps: reacting a protein or a polypeptide containing lysine residues with the hydroxylamine ester compound in a buffer solution with a pH of 6.0-8.0, wherein the reaction is carried out at 20-37 DEG C without catalyst addition, the hydroxylamine ester compound reacts with epsilon-amino groups of the lysine residues, and a stable modification containing N-N bonds is formed on the protein or the polypeptide. The method has wide substrate applicability, good functional group tolerance, and can maintain a natural folding conformation of the protein, thereby providing a universal, reliable and diversified platform for protein functionalization, biological coupling and chemical proteomics research.
Need to check novelty before this filing date? Find Prior Art