Symmetrical and unsymmetrical alpha,omega-nucleobase amide-conjugated systems.

ABSTRACT: We present the synthesis and selected physicochemical properties of several novel symmetrical and unsymmetrical alpha,omega-nucleobase mono- and bis-amide conjugated systems containing aliphatic, aromatic or saccharidic linkages. The final stage of the synthesis involves condensation of a subunit bearing carboxylic group with an amine subunit. 4-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride (DMT-MM) was found to be a particularly effective condensing agent. The subunits containing carboxylic groups were obtained by acidic hydrolysis of N-1 Michael adducts of uracils or N-9 Michael adducts of 6-chloropurine with methyl acrylate. The amines used were aliphatic/aromatic diamines, adenine, 5-substituted 1-(ω-aminoalkyl)uracils and 5'-amino-2',5'-dideoxythymidine. The title c

SUBMITTER: Boncel S 

PROVIDER: S-EPMC2874405 | biostudies-literature | 2010 Apr

REPOSITORIES: biostudies-literature