| Abstract: | Preparation of new model polymers of polynucleotides with poly(vinylamine-vinylalcohol) P(Vam-Val)] backbones and different kinds of nucleic acid base derivatives as grafted pendants is described. At first, the grafting of (?) and (±)-2-(thymin-1-yl)propionic acid (?) and (±)TPA] onto linear P(Vam-Val) at the amino group via an amide bond was carried out in a mixed solvent of ethanol-dimethylformamide by selective N-acylation of the active ester of N-hydroxy-5-norbornene-2,3-dicarboximide (HONB) or N-hydroxysuccinimide (HOSu). This procedure gave the corresponding hydroxyl polymers PVam(?)T-Val] and PVam(±)T-Val]. In addition, direct, low temperature esterification was used to graft (?), (±)TPA, and (±)-2-(uracil-1-yl)propionic acid, (±)UPA], onto the hydroxyl polymer at the hydroxyl group via an ester bond. This process gave the corresponding copoly(Vam-Val) with different or the same kinds of nucleic acid base derivatives. PVam(?)-Ve(?)T], PVam(±)T-Ve(±)T], PVam(?)T-Ve(±)U], and PVam(±)T-Ve(±)U] are representative examples. The related monomer and segmental model compounds were also prepared by this method; 3-aminopentane, 3-pentanol, 3-amino-1-propanol, and threo-2-amino-4-pentanol were employed in the syntheses. The segment models were separated and purified using HPLC techniques. |
