The distance dependence of photoinduced electron transfer in duplex DN
A was determined for a family of synthetic DNA hairpins in which a sti
lbene dicarboxamide forms a bridge connecting two oligonucleotide arms
. Investigation of the fluorescence and transient absorption spectra o
f these hairpins established that no photoinduced electron transfer oc
curs for a hairpin that has six deoxyadenosine-deoxythymidine base pai
rs. However, the introduction of a single deoxyguanosine-deoxycytidine
base pair resulted in distance-dependent fluorescence quenching and t
he formation of the stilbene anion radical. Kinetic analysis suggests
that duplex DNA is somewhat more effective than proteins as a medium f
or electron transfer but that it does not function as a molecular wire
.