N-Alkoxysulfamide,N-hydroxysulfamide,and sulfamate analogues of methionyl and isoleucyl adenylates as inhibitors of methionyl-tRNA and isoleucyl-tRNA synthetases |
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Authors: | Lee Jeewoo Kim Sung Eun Lee Ji Young Kim Su Yeon Kang Sang Uk Seo Seung Hwan Chun Moon Woo Kang Taehee Choi Soo Young Kim Hea Ok |
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Institution: | Laboratory of Medicinal Chemistry, RIPS, College of Pharmacy, Seoul National University, Seoul 151-742, South Korea. |
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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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