Dioxazocinium ortho esters: A class of highly pH-vulnerable amphiphiles

Kolbot By, Michael H. Nantz

Research output: Contribution to journalArticle

15 Scopus citations

Abstract

Making and breaking lipids: A general synthesis of a new class of ortho ester lipids from a dioxazocinium ketene acetal is disclosed. Both single- and dual-chain analogues were prepared, and the most sensitive of these (see structure) was shown to disassemble at 38 °C within 6 h at pH 5.0.

Original languageEnglish (US)
Pages (from-to)1117-1120
Number of pages4
JournalAngewandte Chemie - International Edition
Volume43
Issue number9
DOIs
StatePublished - Feb 20 2004

Keywords

  • Amphiphiles
  • Cleavage reactions
  • Hydrolysis
  • Lipids
  • Ortho esters

ASJC Scopus subject areas

  • Chemistry(all)

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