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Lipase-catalyzed synthesis of novel galactosylated cholesterol

Hua Nie ,  Yi Cheng ,  Pin-Jing Zheng ,  Li-Hua Luo ,  Sheng-Yuan Zhang

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Citation:  Hua Nie, Yi Cheng, Pin-Jing Zheng, Li-Hua Luo, Sheng-Yuan Zhang. Lipase-catalyzed synthesis of novel galactosylated cholesterol[J]. Chinese Chemical Letters, 2015, 26(5): 543-546. doi: 10.1016/j.cclet.2015.01.005 shu

Lipase-catalyzed synthesis of novel galactosylated cholesterol

    • 通讯作者: Yi Cheng,
  • 基金项目:

    This work was financially supported by the Ph.D. Programs FoundationofMinistry ofEducationofChina (No.20134425110010)  (No.20134425110010)

    University [No. 276(2014)]. (2014)

摘要: 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.

English

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  • 发布日期:  2015-01-09
  • 收稿日期:  2014-01-31
  • 网络出版日期:  2014-12-19
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