Rapid Synthesis of Oversulfated Chondroitin Sulfate
Oversulfated chondroitin sulfate (OSCS) is a chondroitin sulfate ester in which all hydroxyl groups have been converted to sulfuric acid esters. Here, we describe a rapid, novel synthesis method for OSCS. <sup>1</sup>H-NMR analysis revealed that all signals derived from the protons of N-acetyl-galactosamine and glucuronic acid in the synthesized OSCS were shifted downfield due to sulfonation compared with the chondroitin sulfate (CS) starting material. Comparison of the edited heteronuclear single quantum correlation spectrum of the prepared OSCS with that of the Japanese Pharmacopoeia OSCS reference standard showed excellent agreement between the main correlation peaks. The proposed novel synthesis method for OSCS is faster and simpler than the conventional method.
Authors
- Yukari Nakagawa (ORCID: https://orcid.org/0009-0000-6610-6316)
- Rie Ito (ORCID: https://orcid.org/0000-0001-9026-4939)
- Hideki Tamura (ORCID: https://orcid.org/0000-0002-0167-2533)
- Hiroshi Akiyama (ORCID: https://orcid.org/0000-0002-7764-8601)
- Mayumi Ikegami‐Kawai
- N Miki
- Yusuke Iwasaki
- Hiori Misu
- Yume Tsuruyama
- Sanami Isaka
- Utano Makiyama
Institutions
- Hoshi University (JP)
- National Institute of Health Sciences (JP)
- Ebara (Japan) (JP)
Publication Details
- Journal
- Biological and Pharmaceutical Bulletin
- Published
- 2025-06-06
- DOI
- https://doi.org/10.1248/bpb.b25-00117
- Primary Topic
- Proteoglycans and glycosaminoglycans research
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- Pharmaceutical and Medical Device Regulatory Science Society of Japan