Advanced Chondroitin Synthesis Service at CD BioGlyco: Harnessing the Power of Click Chemistry

Chondroitin is widely found in animal cartilage and connective tissue. Naturally sourced chondroitin mainly relies on animal extraction, which puts pressure on animal resources. At the same time, the supply of these source materials is unstable and has quality differences, which makes the synthesis of chondroitin particularly important. CD BioGlyco has mature experience in Chemical Synthesis, and we use click chemistry technology to provide efficient and reliable chondroitin synthesis services.

In click chemistry technology, the synthesis of chondroitin mainly involves two key steps: preparing chondroitin precursors and using click reactions to convert the precursors into the final chondroitin product.

• Preparation of chondroitin precursor: Chondroitin is composed of alternating sequences of N-acetyl-D-galactosamine (GalNAc) and glucuronic acid (GlcA) residues. Chondroitin is a non-sulfated member of the glycosaminoglycan family and is present in the capsules of some pathogenic bacteria. It is also a precursor for the biosynthesis of chondroitin sulfate and dermatan sulfate in animals. We prepare the chondroitin precursor by first introducing azide and alkyne functional groups at appropriate positions in the GalNAc and GlcA building blocks. These building blocks are required for further chain elongation, helping to prepare the target chondroitin.
• Click reaction: Click reaction is an efficient chemical coupling method. We choose solution phase synthesis and select protective groups and reaction conditions to avoid side reactions.
  • In this synthesis, GlcA with an azide group serves as the acceptor, and GalNAc with an alkyne functional group serves as the donor, and they undergo click coupling to generate a disaccharide analog.
  • This disaccharide unit will then be converted to an acceptor with azide functionality or a donor with alkyne functionality through selective protection and deprotection. This disaccharide analog will serve as the donor and acceptor for the next tetrasaccharide analog, and so on, progressing through the click reaction.
  • Chondroitin chains of the required length are finally synthesized. The natural glycosidic bonds in the chain structure are replaced by 1,2,3-triazole bonds. This synthesis process relies on click chemistry, which has the advantages of excellent regioselectivity, high tolerance to other functional groups, and almost quantitative conversion under mild conditions.

• Purification and identification: We use precipitation or liquid-liquid extraction to purify the final product. After purification, we use techniques such as nuclear magnetic resonance (NMR) for structural identification to ensure that the obtained product is the expected chondroitin compound.

Fig.1 Chondroitin synthesis service. (CD BioGlyco)

Publication

Applications

• Chondroitin is a vital structural polysaccharide found in articular cartilage and connective tissue. Chondroitin and its analogs are synthesized through click chemistry technology and are used to study cartilage protection and repair strategies.
• Chondroitin analogs are used to design and construct Drug Delivery systems. Chondroitin-modified nanoparticles or carriers are synthesized through click chemistry technology to achieve controlled release and targeted delivery of drugs, improving the efficacy and bioavailability of drugs in joint tissues.
• Chondroitin and its analogs are used to develop new tissue engineering materials and Biomedical Materials. By synthesizing chondroitin matrix or chondroitin-modified scaffold materials, the characteristics and structure of natural cartilage are simulated to promote cartilage regeneration and repair.

Advantages

• We have established stable cooperative relationships with suppliers and obtained high-quality starting materials and reagents to ensure the reliability and consistency of the chondroitin synthesis process.
• We have a systematic synthesis process to ensure the efficiency, controllability, and consistency of the chondroitin synthesis process.
• We provide customized GlycoCLICK™-based chondroitin synthesis services and high-purity chondroitin products to ensure the quality stability and purity of the synthesized products.

CD BioGlyco has mature GlycoCLICK™-based Macrocycle Synthesis experience. We respond quickly to client needs and complete the synthesis of chondroitin within a reasonable time. In addition, we provide corresponding technical support and consulting to help clients solve problems during the synthesis process, and provide relevant experimental data and reports. Please feel free to contact us if you would like to learn more about compositing services.

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