Abstract
A highly efficient chemoenzymatic method for synthesizing glycosphingolipids using α-Gal pentasaccharyl ceramide as an example is reported here. Enzymatic extension of the chemically synthesized lactosyl sphingosine using efficient sequential one-pot multienzyme (OPME) reactions allowed glycosylation to be carried out in aqueous solutions. Facile C18 cartridge-based quick (<30 minutes) purification protocols were established using minimal amounts of green solvents (CH3CN and H2O). Simple acylation in the last step led to the formation of the target glycosyl ceramide in 4 steps with an overall yield of 57%.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 8280-8283 |
| Number of pages | 4 |
| Journal | Chemical Communications |
| Volume | 53 |
| Issue number | 59 |
| DOIs | |
| State | Published - 2017 |
ASJC Scopus subject areas
- Catalysis
- Electronic, Optical and Magnetic Materials
- Ceramics and Composites
- Chemistry(all)
- Surfaces, Coatings and Films
- Metals and Alloys
- Materials Chemistry
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Santra, A., Li, Y., Yu, H., Slack, T. J., Wang, P. G., & Chen, X. (2017). Highly efficient chemoenzymatic synthesis and facile purification of α-Gal pentasaccharyl ceramide Galα3nLc4βCer. Chemical Communications, 53(59), 8280-8283. https://doi.org/10.1039/c7cc04090c