Custom Chondroitin Sulfate Synthesis Service

Chondroitin sulfate is a class of highly sulfated polysaccharides that play important roles in many biological processes. Chemical synthesis is preferred to obtaining large amounts of defined oligosaccharides. With Ph.D. level scientists and extensive experience in chondroitin sulfate synthesis, Creative Biolabs is fully competent and dedicated to serving as your one-stop-shop for custom synthesis of chondroitin sulfate with different sizes and sulfation patterns.

Introduction of Chondroitin Sulfates

As the major constituents of hyaline cartilage, chondroitin sulfates are located in cartilage and also at the calcification site of the bone. Chondroitin sulfate is a glycosaminoglycan with disaccharide units of N-acetylgalactosamine (GalNAc) and glucuronic acid (GlcA) residues with sulfate residues at different positions. Glucuronic acids are connected by β-1,3 linkages. There are two major chondroitin sulfates, A and C. Chondroitin sulfate A is sulfated at position 4, and while chondroitin sulfate C is sulfated at position 6.

Fig.1 Structure of the disaccharides present in chondroitin sulfate backbone.^{1, 3}

Applications of Chondroitin Sulfates in Biomedical Research

Based on the position of sulfur groups replaced on the chondroitin sulfate backbone, different chondroitin sulfates have been designated. Chondroitin sulfate is one of the primary components of extracellular matrix and abundant in various biological tissues, such as bone, skin, blood vessels, cartilage and nerve tissues. The biological effects of chondroitin sulfate are related to its ability to interact with a wide variety of other biomolecules, including matrix molecules, protease inhibitors, growth factors, cytokines, adhesion molecules, chemokines, and pathogen virulence factors via sulfated saccharide domains within the chains.

The antioxidant, antiartherosclerosic, anticoagulant, antithrombosis, and negative immunogenic properties of chondroitin sulfate made it a promising material in the biomedical research. Chondroitin sulfate has been one of the most widely used materials in the treatment of osteoarthritis. They also play an important role in neural signal transduction and improve the activity of central nervous system. Moreover, tight packing of chondroitin sulfate with highly charged sulfated groups could restrain the compression of cartilage and aid in cartilage regeneration. Furthermore, chondroitin sulfate can target cancer cells made it be explored in active targeting for cancer therapy.

Custom Chondroitin Sulfate Synthesis at Creative Biolabs

In order to advance biological research, it is important to procure sufficient amounts of structurally well-defined chondroitin sulfate oligosaccharides with specific sulfation sequences. The synthesis of structurally diverse but defined chondroitin sulfate is extremely challenging for the various sulfation patterns. With years of research in oligosaccharides synthesis, Creative Biolabs has accumulated rich experience in the synthesis of chondroitin sulfate with different sizes and sulfation patterns. We have successfully synthesized several chondroitin sulfate oligosaccharides ranging from 7-mer to 15-mer with the highest quality. We are confident that our technology will meet customer’s needs from early research to commercial production.

Highlights

• Chondroitin sulfate oligosaccharides ranging from 7-mer to 15-mer with the highest quality are available.
• Custom synthesis of chondroitin sulfate with different sizes and sulfation patterns
• High flexibility and cost-effectiveness
• Reliability and information security

Creative Biolabs is pleased to share our cutting-edge technology and extensive expertise in custom synthesis of chondroitin sulfate with different sizes and sulfation patterns to facilitate our clients’ research and project development. Please contact us for more information and a detailed quote.

Published data

Fucosylated chondroitin sulfate (FCS) is a unique glycosaminoglycans class mainly extracted from sea cucumbers, which is composed of chondroitin sulfate (CS)-like skeleton consisting of D-glucuronic acid (GlcA), N-acetylgalactosamine (GalNAc) and sulfated fucose. FCS and its oligosaccharides selectively inhibit intrinsic factors of the endogenous coagulation process and exhibit significant anticoagulant and antithrombotic activities, so they are expected to be developed as new anticoagulant and antithrombotic drugs. Due to the relatively complex polysaccharide structure of FCS, researchers usually use various methods to obtain uniform FCS oligosaccharides. In this study, the authors used functionalized monosaccharides as starting materials and successfully constructed new FCS tetrasaccharides (FCS-1 and FCS-2) with fucosyl branches on both the 3-OH site of GlcA and the 6-OH site of GalNAc through 27 synthetic steps. In this synthetic process, the authors achieved selective sulfation of hydroxyl groups and stereoselective glycosylation through orthogonal protection methods, thereby efficiently synthesizing the target tetrasaccharide compounds. This study also provided a method for the sulfation modification of other hydroxyl sites, thereby enabling the synthesis of diverse FCS derivatives.

Fig.2 Synthesis of novel FCS tetrasaccharide.^{2, 3}

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References

1. Volpi, Nicola. "Chondroitin sulfate safety and quality." Molecules 24.8 (2019): 1447.
2. Lv, Changlun, et al. "Chemical Synthesis of Fucosylated Chondroitin Sulfate Tetrasaccharide with Fucosyl Branch at the 6-OH of GalNAc Residue." Marine Drugs 22.4 (2024): 184.
3. Distributed under Open Access license CC BY 4.0, without modification.

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