Bioorganic & Medicinal Chemistry Letters 2011-08-15

Conjugate of neamine and 2-deoxystreptamine mimic connected by an amide bond.

Venkatareddy Udumula, Maruthi Chittapragada, Jorden B Marble, Daniel L Dayton, Young Wan Ham

Index: Bioorg. Med. Chem. Lett. 21(16) , 4713-5, (2011)

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Abstract

An amino-functionalized 2-deoxystreptamine (2-DOS) mimic was conjugated by an amide bond to a neamine moiety containing a carboxylic acid in ring II. A library of A-site RNA and its mutants was prepared to examine RNA binding characteristics of the additional 2-DOS moiety attached to neamine. The 2-DOS mimic conjugated to the neamine increased binding affinity up to 200-folds compared to that of neamine. The conjugate binds to native A-site RNA and its mutants with up to 6-fold difference in sequence selectivity.Copyright © 2011 Elsevier Ltd. All rights reserved.