I. Gaon et al., FARNESYL AND GERANYLGERANYL PYROPHOSPHATE ANALOGS INCORPORATING BENZOYLBENZYL ETHERS - SYNTHESIS AND INHIBITION OF YEAST PROTEIN FARNESYLTRANSFERASE, Tetrahedron letters, 37(49), 1996, pp. 8833-8836
The syntheses of two photoactive analogs (1a and 1b) of farnesyl pyrop
hosphate that incorporate stable ether-linked benzophenones are descri
bed. Compounds 1a and 1b were prepared from geraniol in 17% overall yi
eld. Both 1a and 1b are competitive inhibitors of yeast protein farnes
yltransferase with respect to farnesyl pyrophosphate and have K-I valu
es of 45 nM and 49 nM. Upon photolysis for twelve hours, 1a and 1b bot
h inactivate the enzyme by 40%. Copyright (C) 1996 Elsevier Science Lt
d.