2. Academic Validation
  3. N-Alkoxysulfamide, N-hydroxysulfamide, and sulfamate analogues of methionyl and isoleucyl adenylates as inhibitors of methionyl-tRNA and isoleucyl-tRNA synthetases

N-Alkoxysulfamide, N-hydroxysulfamide, and sulfamate analogues of methionyl and isoleucyl adenylates as inhibitors of methionyl-tRNA and isoleucyl-tRNA synthetases

  • Bioorg Med Chem Lett. 2003 Mar 24;13(6):1087-92. doi: 10.1016/s0960-894x(03)00020-9.
Jeewoo Lee 1,  Sung Eun Kim,  Ji Young Lee,  Su Yeon Kim,  Sang Uk Kang,  Seung Hwan Seo,  Moon Woo Chun,  Taehee Kang,  Soo Young Choi,  Hea Ok Kim
Affiliations

Affiliation

  • 1 Laboratory of Medicinal Chemistry, RIPS, College of Pharmacy, Seoul National University, Seoul 151-742, South Korea.
PMID: 12643918 DOI: 10.1016/s0960-894x(03)00020-9
Abstract

A series of sulfamate surrogates of methionyl and isoleucyl adenylate have been investigated as MetRS and IleRS inhibitors by modifications of the sulfamate linker and adenine moieties. The discovery of 2-iodo Ile-NHSO(2)-AMP (58) as a potent Escherichia coli IleRS inhibitor revealed that a significant hydrophobic interaction between the 2-substituent of Ile-NHSO(2)-AMP and the adenine binding site of IleRS provided its high potency to the Enzyme.

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