| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 1256858 | Chinese Chemical Letters | 2015 | 4 Pages |
In an organic phase system, an enzymes lipase was used as a catalyst to synthesize galactosylated cholesterol, (5-cholesten-3b-yl)[(4-O-β-d-galactopyranosyl)d-glucitol-6] sebacate (CHS-SE-LA), which contains galactose residues. Its chemical structure was characterized by ESI-MS, and NMR. For HepG2 cells, the cellular fluorescence intensities of liposomes modified with CHS-SE-LA (GAL-FL) were as much as 2.6-fold (p < 0.01) control liposomes (FL). Moreover, the presence of excess galactose significantly inhibited the uptake of GAL-FL suggesting ASGPR mediated uptake. In conclusion, the novel galactosylated ligand CHS-SE-LA was synthesized by lipase-catalyzation and revealed a great potential as drug carrier materials for hepatocyte-selective targeting.
Graphical abstractA novel galactosyl ligand was synthesized via enzymatic esterification of sugar alcohol with high yield, simple procedure and mild conditions.Figure optionsDownload full-size imageDownload as PowerPoint slide
