The important biological secondary messenger NO can be generated from exoge
nous nitrovasodilators and NO donors, Nitrate esters are nitrovasodilators
and NO mimetics, believed to be biotransformed to NO in vivo. On the basis
of a mechanistic hypothesis, nitrates have been synthesized that release NO
at significant rates in neutral aqueous solution in the presence only of a
dded thiol. The novel masked beta -mercaptonitrates reported (SS nitrates),
provide information on possible sulfhydryl dependent biotransformation mec
hanisms for nitrates in clinical use.