A three-component photoreversible tag for thiols.
[structure: see text] A one-pot coupling of a 1,3-diketone, an aldehyde, and an alkanethiol has been developed to produce a protected sulfide. Through use of an o-nitrophenylbenzaldehyde, this method provides a one-step route to a photochemically reversible thiol-protecting group. The kinetics of photolysis were established using (1)H NMR analysis, which allows for the rate to be based on the entire reaction scheme.
Clarke
Kristine M
KM
Department of Chemistry and Biochemistry, University of California San Diego, 9500 Gilman Drive, La Jolla, California 92093-0358, USA.
La Clair
James J
JJ
Burkart
Michael D
MD