Bioorganic and Medicinal Chemistry Letters p. 965 - 968 (2001)
Update date:2022-09-26
Topics:
Lee, Jeewoo
Kang, Sang Uk
Kim, Su Yeon
Kim, Sung Eun
Jo, Yeong Joon
Kim, Sunghoon
As aminoacyl adenylate surrogates, a series of methionyl and isoleucyl phenolic analogues containing bioisosteric linkers mimicking ribose have been investigated. Inhibition of synthesized compounds to the aminoacylation reaction by the corresponding Escherichia coli methionyl-tRNA and isoleucyl-tRNA synthetases indicated that 18 was found to be a potent inhibitor of isoleucyl-tRNA synthetase. A molecular modeling study demonstrated that in 18, isovanillate and hydroxamate served as proper surrogates for adenine and ribose in isoleucyl adenylate, respectively.
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