Drastically decreased reactivity of thiols and disulfides complexed by cucurbit[6]uril

Lidia Strimbu Berbeci, Wei Wang, Angel E. Kaifer

Research output: Contribution to journalArticle

21 Scopus citations

Abstract

(Figure Presented) The cucurbit[6]uril (CB6) host forms stable complexes with 2-aminoethanethiol (cysteamine) and a derivative that contains a bulky terminal group attached to the amine group, as well as with the related disulfide cystamine. In these complexes, the thiol or the disulfide group is encapsulated inside the host cavity. The CB6-complexed thiols show drastically decreased reactivity with several oxidants, while the CB6-bound disulfide also exhibits hindered reactivity with reducing agents, such as dithiothreitol.

Original languageEnglish (US)
Pages (from-to)3721-3724
Number of pages4
JournalOrganic letters
Volume10
Issue number17
DOIs
StatePublished - Dec 1 2008

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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