Stereochemical assignment in acyclic lipids across long distance by circular dichroism: Absolute stereochemistry of the aglycone of caminoside A

John B. MacMillan, Roger G. Linington, Raymond J. Andersen, Tadeusz F. Molinski

Research output: Contribution to journalArticle

24 Scopus citations

Abstract

Information technology: The configuration at C10-OH of the caminoside aglycone (see formula) was shown to be R by interpretation of exciton coupling in the circular dichroism (CD) spectrum of the tetraphenylporphyrin carboxylate diester of (2R,10R)-2,10-nonadecanediol. This compound is derived from the title compound and was embedded in highly uniform nanometric liposomes for the CD measurements.

Original languageEnglish (US)
Pages (from-to)5946-5951
Number of pages6
JournalAngewandte Chemie - International Edition
Volume43
Issue number44
DOIs
StatePublished - Nov 12 2004

Keywords

  • Circular dichroism
  • Glycolipids
  • Liposomes
  • Natural products
  • Stereochemistry

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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