Brominated hydroxyquinoline as a photolabile protecting group with sensitivity to multiphoton excitation

Olesya D. Fedoryak, Timothy M. Dore

Research output: Contribution to journalArticle

Abstract

(matrix presented) The synthesis and photochemistry of a new photolabile protecting group for carboxylic acids based on 8-bromo-7-hydroxyquinoline (BHQ) is described. BHQ possesses a greater single photon quantum efficiency than 4,5-dimethoxy-4-nitrobenzyl ester (DMNB) and 6-bromo-7-hydroxycoumarin-4-ylmethyl (Bhc), and it has sufficient sensitivity to multiphoton-induced photolysis for use in vivo. Its increased solubility and low fluorescence make it quite useful as a caging group for biological messengers.

Original languageEnglish (US)
Pages (from-to)3419-3422
Number of pages4
JournalOrganic Letters
Volume4
Issue number20
DOIs
StatePublished - Oct 3 2002

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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