title: Conjugate of neamine and 2-deoxystreptamine mimic connected by an amide bond.
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.
authors.affiliation: Department of Chemistry and Biochemistry, Brigham Young University, Provo, UT 84602, United States.
authors.forename: Venkatareddy
authors.initials: V
authors.lastname: Udumula
authors.forename: Maruthi
authors.initials: M
authors.lastname: Chittapragada
authors.forename: Jorden B
authors.initials: JB
authors.lastname: Marble
authors.forename: Daniel L
authors.initials: DL
authors.lastname: Dayton
authors.forename: Young Wan
authors.initials: YW
authors.lastname: Ham
mesh_terms: D000577:Amides / Q000737:chemistry*; D002264:Carboxylic Acids / Q000737:chemistry; D005601:Framycetin / Q000737:chemistry*; D006595:Hexosamines / Q000737:chemistry; D008968:Molecular Conformation; D018716:Molecular Mimicry; D012313:RNA / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000577:Amides; D002264:Carboxylic Acids; D006595:Hexosamines; D005601:Framycetin; C488396:neamine; D012313:RNA; C007265:2-deoxystreptamine