PMID:12643918
| Citation |
Lee, J, Kim, SE, Lee, JY, Kim, SY, Kang, SU, Seo, SH, Chun, MW, Kang, T, Choi, SY and Kim, HO (2003) 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. 13:1087-92 |
|---|---|
| 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. |
| Links | |
| Keywords |
Binding Sites; Enzyme Inhibitors/chemical synthesis; Enzyme Inhibitors/pharmacology; Escherichia coli/drug effects; Escherichia coli/enzymology; Indicators and Reagents; Isoleucine-tRNA Ligase/antagonists & inhibitors; Methionine-tRNA Ligase/antagonists & inhibitors; Models, Molecular; Molecular Conformation; Sulfonamides/chemical synthesis; Sulfonamides/pharmacology; Sulfonic Acids/chemical synthesis; Sulfonic Acids/pharmacology; Thermus thermophilus/enzymology |
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