Synthesis and use of sulfonamide-, sulfoxide-, or sulfone-containing aminoglycoside–CoA bisubstrates as mechanistic probes for aminoglycoside N-6′- …

…, X Yan, O Zahr, A Larsen, K Vong, K Auclair

Index: Gao, Feng; Yan, Xuxu; Zahr, Omar; Larsen, Aaron; Vong, Kenward; Auclair, Karine Bioorganic and Medicinal Chemistry Letters, 2008 , vol. 18, # 20 p. 5518 - 5522

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Citation Number: 26

Abstract

Aminoglycoside–coenzyme A conjugates are challenging synthetic targets because of the wealth of functional groups and high polarity of the starting materials. We previously reported a one-pot synthesis of amide-linked aminoglycoside–CoA bisubstrates. These molecules are nanomolar inhibitors of aminoglycoside N-6′-acetyltransferase Ii (AAC (6′)- Ii), an important enzyme involved in bacterial resistance to aminoglycoside antibiotics. We ...