UDP-4-azido-4-deoxy-D-glucose - the "click" to unlock the mysteries of glycobiology

UDP-4-azido-4-deoxy-D-glucose is a carefully designed uridine diphosphate sugar analogue that has been hailed as a "scout" and "architect" in the field of chemical glycobiology. It is not only a probe for exploring complex glycosylation processes, but also a tool for accurately constructing biomolecular networks, providing key assistance for the research and development of a new generation of biomedicine.

Chemical Information

Chemical name: Uridine-5'-diphosphate-4-azido-4-deoxy-D-glucose

Common name: UDP-4-azido-4-deoxy-D-glucose

Chemical formula: C15H23N5O16P2

Molecular weight: 591.31 g/mol

CAS number: 1030832-12-2

Structural features

UDP-4-azido-4-deoxy-D-glucose has made key innovations based on the structure of natural UDP-glucose:

Highly reactive azide group: The most distinctive feature of the molecule is the azide group introduced at position 4 of the glucose ring, replacing the original hydroxyl group. This small change endows it with powerful bioorthogonal reactivity, enabling efficient and specific [3+2] cycloaddition reactions with alkyne groups.

Enzyme substrate compatibility: Despite modifications, its structure is recognized by a variety of glycosyltransferases and serves as a "Trojan horse" substrate for these enzymes, allowing the precise introduction of the azide tag into specific positions on the sugar chain.

Main applications and advantages

Core tools for labeling and imaging of glycoproteins and glycoconjugates

Non-interfering labeling: Cells metabolize it as a natural glycosylation substrate, incorporating azide groups into newly synthesized glycoproteins and glycolipids. Subsequently, click chemistry is used to react with alkyne probes with fluorescent groups or biotin tags to achieve highly sensitive and specific visual tracking and positioning of sugar chains synthesized in a specific period.

Identification and enrichment: This technology makes it possible to systematically identify and enrich glycoproteomes from complex cell lysates or tissue samples, greatly promoting the development of glycomics.

Novel bioconjugation and drug development platform

Site-directed coupling: Enzymatic introduction of azide sugars into specific sites of target proteins (such as antibodies, therapeutic enzymes) provides a universal platform for subsequent site-directed coupling with alkyne derivatives of load molecules (toxins, drugs, imaging agents).

Developing advanced therapies such as ADCs: This "enzymatic-click chemistry" combination strategy can achieve uniform and fixed-point loading of linkers and toxins in antibody-conjugated drugs, which is expected to improve the heterogeneity problem of traditional ADCs and improve the efficacy and safety of drugs.

Basic research and development of diagnostic tools

Research on glycobiological mechanisms: Our products are ideal chemical tools for exploring the functions of glycosylation in life processes such as cell recognition, signal transduction, pathogen infection, and cancer occurrence and development.

Disease biomarker discovery: This probe can be used to reveal the dynamic changes in cell surface sugar chain expression profiles in disease states (such as tumors and inflammation), helping to discover new biomarkers for disease diagnosis and prognosis.

Conclusion

UDP-4-azido-4-deoxy-D-glucose is more than just a chemical molecule, it is a bridge between the world of chemistry and the sugar code of life. From decoding sugar signals in life processes to developing uniform and efficient bioconjugated drugs, its application prospects are broad. Choose our high-purity, high-stability UDP-4-azido-4-deoxy-D-glucose to help you seize the opportunity in the frontier of glycoscience and jointly create a new chapter in precision medicine.