1223053-77-7Relevant articles and documents
Synthesis of 2,4,5-triaminocyclohexanecarboxylic acid as a novel 2-deoxystreptamine mimic
Roberts, Sarah,Chittapragada, Maruthi,Pendem, Krishnaiah,Leavitt, Brandon J.,Mahler, John W.,Ham, Young Wan
supporting information; experimental part, p. 1779 - 1781 (2010/06/13)
Since aminoglycosides have been known to exert their antibacterial activities by binding to various RNA targets, 2-deoxystreptamine served as a particularly important model in understanding RNA-small molecule interaction. Herein, 2,4,5-triaminocyclohexanecarboxylic acid was prepared as a novel 2-deoxystreptamine (2-DOS) mimic, which replaces highly flexible glycosidic bonds of aminoglycosides with amide bonds and may improve binding selectivity toward RNA targets through increased rigidity and additional hydrogen-bonding capability. This unnatural g-amino acid can also be used as a potential component for synthetic foldamers.