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Report | Regular issue | Vol 24, No. 11, 1986, pp.3079-3085
Published online, 1st January, 1970
DOI: 10.3987/R-1986-11-3079
Synthesis and Activity of a Tetrahydrofolate Inhibitor of the Enzyme N10-Formyl-H4-folate-Met-tRNAfMet Transformylase

Ka-Kong Chan,* Perry Rosen, Anthony Specian, Jr., Herbert Weissbach, and Carlos Spears

*The Department of Chemistry Research, Hoffman-La Roghe Inc., Nutley, New Jersey 07110, U.S.A.

Abstract

The N-formylmethionine-tRNAfMet is involved in the initiation of protein biosynthesis in procaryotic organisms and is farmed via the transfer of a formyl group from N10-formyltetrahydrofolic acid to the amino group of methionine in Met-tRNAfMet. Based on a proposed intermediate for this formylation step, a transition state analog was designed and synthesized and was shown in vitro to be an excellent inhibitor of the transformylase reaction.