Cross-linking agent with mass spectrum fragmentable trehalose disaccharide as skeleton structure and preparation and application thereof

By designing diverse trehalose-biose crosslinking agents, the problem of insufficient crosslinking depth of existing crosslinking agents under pH 7.4 conditions was solved, enabling reactions of various amino acids and improving the resolution efficiency and detection sensitivity of protein structure and interactions.

CN121824643APending Publication Date: 2026-04-10DALIAN INSTITUTE OF CHEMICAL PHYSICS CHINESE ACADEMY OF SCIENCES
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Patent Information

Application Number
CN202411407802.4
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2024-10-10
Publication Date
2026-04-10

AI Technical Summary

Technical Problem

Existing trehalose-biose cross-linking agents can only react with lysine containing primary amines under pH 7.4 conditions, resulting in insufficient cross-linking depth and coverage, which limits the ability to resolve protein structures and interactions.

Method used

A series of crosslinking agents with trehalose-biose as the backbone structure were designed. The active groups include succinamide ester, diazinoniden, phenylsulfonyl fluoride, acylhydrazine, amino, hydroxylamine, etc. They can react with a variety of amino acids to enhance the crosslinking depth and coverage, and can be used alone or in combination.

Benefits of technology

It improves the efficiency of protein structure analysis and protein-protein interaction studies, significantly enhances the detection sensitivity and coverage of cross-linked peptides, and is suitable for proteomics studies in complex biological environments.

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Abstract

The invention relates to a novel chemical cross-linking agent with mass spectrum fragmentable trehalose disaccharide as a skeleton structure and a preparation method thereof. The cross-linking agent disclosed by the invention has the following characteristics: 1) trehalose disaccharide is used as a skeleton structure, so that the cross-linking agent has excellent biocompatibility; 2) the trehalose skeleton has a pair of symmetrical mass spectrum fragmentable glucosidic bonds, so that a cross-linked peptide fragment can be simplified into a conventional peptide fragment modified by a cross-linking agent fragment; 3) the enrichment of the cross-linked peptide fragment can be realized by the trehalose skeleton under the condition of not adding an enrichment handle; and 4) active groups of the cross-linking agent comprise but not limited to a plurality of reactive groups such as succinamide ester, diaziridine, phenylsulfonyl fluoride, hydrazide group, amino group, hydroxylamine group and the like, and chemical cross-linking of a plurality of amino acids except lysine is realized. The trehalose cross-linking agent disclosed by the invention is applied to the field of proteomics, and provides technical support for realizing large-scale analysis of a protein complex in a complex sample, spatial structure analysis of protein and a protein-protein interaction network.
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