Chemoenzymatic Synthesis of Keratan Sulfate Oligosaccharides Using UDP-Galactose-6-aldehyde To Control Sulfation at Galactosides
Keratan sulfate (KS) is a highly complex proteoglycan that has a poly-LacNAc chain that can be modified by diverse patterns of sulfate esters at C-6 positions of galactoside (Gal) and <i>N</i>-acetylglucosamine (GlcNAc) residues. Here, a chemo-enzymatic methodology is described that can control the pattern of sulfation at Gal using UDP-Gal-aldehyde as a donor for poly-LacNAc assembly to temporarily block specific sites from sulfation by galactose 6-sulfotransferase (CHST1).
Authors
- Geert‐Jan Boons (ORCID: https://orcid.org/0000-0003-3111-5954)
- Kelley W. Moremen (ORCID: https://orcid.org/0000-0003-1768-582X)
- Gerlof P. Bosman
- Gaël M. Vos (ORCID: https://orcid.org/0000-0002-4989-2367)
- Digantkumar Chapla (ORCID: https://orcid.org/0000-0003-0649-1368)
- Yunfei Wu (ORCID: https://orcid.org/0009-0007-1959-6261)
- Elif Uslu (ORCID: https://orcid.org/0009-0009-3678-1893)
- Chin Huang (ORCID: https://orcid.org/0000-0002-4296-0400)
Institutions
- University of Georgia (US)
- Utrecht University (NL)
Publication Details
- Journal
- Organic Letters
- Published
- 2024-09-23
- DOI
- https://doi.org/10.1021/acs.orglett.4c02899
- Citations
- 4
- Primary Topic
- Carbohydrate Chemistry and Synthesis
- Type
- article
- Field-Weighted Citation Impact
- 1.00
Funders
- European Commission
- China Scholarship Council