Vanilloid and isovanilloid analogues as inhibitors of methionyl-tRNA and isoleucyl-tRNA synthetases

Jeewoo Lee, Sang Uk Kang, Su Yeon Kim, Sung Eun Kim, Yeong Joon Jo, Sunghoon Kim

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22 Citations (Scopus)


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.

Original languageEnglish
Pages (from-to)965-968
Number of pages4
JournalBioorganic and Medicinal Chemistry Letters
Issue number8
Publication statusPublished - 2001 Apr 23

Bibliographical note

Funding Information:
This work was supported in part by a grant (HMP-00-CH-15-0014) from the Ministry of Health & Welfare and by the Brain Korea 21 Project to J. Lee, as well as a grant from the National Creative Research Initiatives from Ministry of Science and Technology to S. Kim.

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry


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