Hyaluronan–chondroitin hybrid oligosaccharides as new life science research tools

• Published in: Biochemical and biophysical research communications Vol. 423; no. 2; pp. 344 - 349
• Main Authors: Kakizaki, Ikuko, Suto, Shinichiro, Tatara, Yota, Nakamura, Toshiya, Endo, Masahiko
• Format: Journal Article
• Language: English
• Published: United States Elsevier Inc 29.06.2012
• Subjects: Carbohydrate Sequence; Chondroitin; Chondroitin - chemistry; Glycosaminoglycan; Glycosylation; Hyaluronan; Hyaluronic Acid - chemistry; Hyaluronidase; Molecular Sequence Data; Oligosaccharides - chemical synthesis; Oligosaccharides - chemistry; Polysaccharide-Lyases - chemistry; Streptomyces - enzymology; Transglycosylation; Hyaluronidase; GlcNAcβ1-4GlcUA; GalNAcβ1-4GlcUA; Chondroitin; GalNAc; Transglycosylation; GlcUA; PA; GlcN; Hyaluronan; HexNAc; TRU; Glycosaminoglycan; GlcNAc; GalN
• ISSN: 0006-291X; 1090-2104
• DOI: 10.1016/j.bbrc.2012.05.127

► Hybrid oligosaccharides from hyaluronan and chondroitin were synthesized. ► These neo-oligosaccharides are not found in nature. ► They were synthesized by transglycosylation of hyaluronidase. ► They were used as substrates to find a new recognition site by hyaluronan lyase. ► Hyaluronan lyase acted on some substrate β1,4-N-acetylgalactosaminide bonds. Hyaluronan and chondroitin are glycosaminoglycans well-known as components of pharmaceutical agents and health foods. From these attractive molecules, using transglycosylation reaction of testicular hyaluronidase, we synthesized hybrid neo-oligosaccharides not found in nature. We also found a new site between the chondroitin disaccharide unit and hyaluronan disaccharide unit recognized by a hyaluronan lyase specific to hyaluronan using these hybrid oligosaccharides as substrates. We hope that these hybrid oligosaccharides will help to elucidate the involvement of hyaluronan, chondroitin, and chondroitin sulfates in the mechanisms of cell functions and diseases, based on the structures of these glycosaminoglycans.