Unnatural Heparin Synthesis Service
Efficient and Reliable Unnatural Heparin Synthesis Services with Click Chemistry at CD BioGlyco
Heparin is a naturally occurring complex polysaccharide molecule with long chains and multiple arrangements of glucose units. Glucosamine and aldosterone are the main repeating units, which are connected through connecting bridges to form the main structure of heparin. Heparin is usually extracted from animal tissues, mainly from the lungs, intestines, and livers of cattle and pigs. It is very difficult to synthesize heparin using traditional synthetic methods, while click chemistry, as a powerful tool in organic synthesis, provides an effective method to build complex heparin structures. CD BioGlyco utilizes proven Click Chemistry Technology to provide reliable unnatural heparin synthesis services.
- Development of a synthetic route: Our scientists conduct retrosynthetic analysis of the target molecule and use click chemistry technology to develop a reasonable and mature synthetic route for unnatural heparin.
- Synthesis of starting material: According to the established synthesis route, we prepare a starting material of the heparin skeleton, which is extracted from natural heparin or obtained through chemical synthesis.
- Introducing click reaction functional groups: We introduce appropriate click reaction functional groups on the skeleton of the starting material. For example, we use sodium nitrite (NaN3) to react with the carboxyl group of the starting material to introduce an azide group or use acetylenic alcohol or alkynyl amine to react with the starting material to introduce an alkynyl group. It provides available chemical functional groups for subsequent click reactions.
- Select click reaction conditions and substrates: Based on the designed target structure, we select appropriate click reaction conditions and substrates. Commonly used click reactions include azide-alkyne cycloaddition, thiol-ene reaction, etc.
- Performing a click coupling reaction: We react heparin starting materials with corresponding functional groups with substrates, which creates the structure of unnatural heparin. Compared with traditional synthesis methods, click chemical reactions usually have higher reaction efficiency and product yield, which means that the required unnatural heparin is synthesized more quickly, with fewer by-products produced during the synthesis process.
- Repeat click coupling reaction: If more complex heparin structures are required, we repeat the click reaction steps to gradually extend the length of the heparin chain or introduce other functional groups.
- Structural and functional optimization: Click chemistry technology provides highly selective and controllable reactions, and introduces different functional groups or modifying groups at specific sites. This allows synthetic unnatural heparins to be structurally and functionally optimized for specific needs, such as enhancing anticoagulant properties, improving pharmacokinetic properties, or modulating interactions with other biomolecules. As needed, we modify and optimize the structure of unnatural heparins through click chemistry reactions, which may include the removal of protecting groups, the addition of side chain functional groups, or other modifications.
- Product purification and characterization: For the synthesized products, we separate and purify them through column chromatography, solvent extraction, crystallization, and other technologies. Moreover, we conduct comprehensive testing and characterization of the products to ensure that the structure and purity of the products meet the requirements.
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Publication
Technology: Cu(I)-catalyzed 1,3-dipolar cycloaddition reaction
Journal: The Journal of Organic Chemistry
IF: 4.198
Published: 2011
Results: The authors' research goal was to develop new synthetic methods to synthesize unnatural heparin chains with precise control of length, linkage and stereochemistry. The authors synthesized structural analogs of the disaccharide and tetrasaccharide backbones of heparan through a Cu(I)-catalyzed 1,3-dipolar cycloaddition reaction. This click technology provided excellent regioselectivity and simple product purification. Products were usually obtained using precipitation or liquid-liquid extraction.
Fig.1 Retrosynthesis scheme of heparan structural units. (Bera & Linhardt, 2011)
Applications
- Drug Development: Synthetic unnatural heparin is used to develop new anticoagulants and antithrombotic drugs. Through click chemistry technology, heparin analogs with specific structures and functions are synthesized to optimize drug properties, increase selectivity, or improve drug metabolism and stability.
- Biomedical research: Synthetic unnatural heparin is used to gain insights into the biological effects and interactions of heparin. By synthesizing unnatural heparins containing different modification groups or specific structures, it helps to reveal the connection between heparin and biological processes, such as cell signaling, coagulation regulation, and cancer metastasis.
- Medical tool development: Synthetic unnatural heparin is also used to prepare structurally specific heparin probes for the development of medical tools such as biomarkers, fluorescence imaging, and biosensors. These probes are used to detect and monitor the interaction of heparin with specific molecules, cells, or tissues, providing important information for disease research.
Advantages
- Mature technology: CD BioGlyco has extensive experience in click chemistry technology, which is an efficient, selective, and controllable chemical synthesis method that is suitable for the synthesis of complex Macrocycle molecules and provides a unique solution for the synthesis of unnatural heparin.
- High-quality product: CD BioGlyco synthesizes high-purity and high-quality unnatural heparin through click chemistry technology. This synthetic method provides excellent yields and product purity.
- Customizable: CD BioGlyco adjusts the synthesis process according to different unnatural heparin structural requirements and provides custom unnatural heparin synthesis services.
CD BioGlyco has experienced teams, and our scientists maintain the leading position in click chemistry technology through continuous research and development, providing clients with efficient and controllable unnatural heparin synthesis services. Please feel free to contact us if you would like detailed synthesis information.
Reference
- Bera, S.; Linhardt, R.J. Design and synthesis of unnatural heparosan and chondroitin building blocks. The Journal of Organic Chemistry. 2011, 76(9): 3181-3193.
For research use only. Not intended for any clinical use.
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