The synthesis of cholesterol-based cationic lipids with trimethylamine head and the effect of spacer structures on transfection efficiency

Bieong Kil Kim, Yun Ui Bae, Kyung Oh Doh, Guen Bae Hwang, Sung Hye Lee, Hyungu Kang, Young Bae Seu

Research output: Contribution to journalArticlepeer-review

19 Scopus citations

Abstract

Five cholesterol-based cationic lipids were newly synthesized based on cholest-5-en-3β-oxyethane-N,N,N-trimethylammonium bromide (Chol-ETA) structure where the cholesterol backbone is linked to cationic head via various lengths of ether-linked carbon spacer. The transfection efficiency of these compounds was increased in order of three (Chol-PRO) < four (Chol-BTA) < two (Chol-ETA) methylene unit in their spacer, and was decreased by an addition of isomethyl group to Chol-PRO spacer. In case of the presence of multiple bonds in the spacer, it required the more cationic lipids in liposome formulation than single bond in the spacer to present similar transfection efficiency. Crown

Original languageEnglish
Pages (from-to)3734-3737
Number of pages4
JournalBioorganic and Medicinal Chemistry Letters
Volume21
Issue number12
DOIs
StatePublished - 15 Jun 2011

Keywords

  • Cationic liposome
  • Cholesterol
  • Gene transfer technique
  • Transfection

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