Bleaney R C, Jones A S, Walker R T
Nucleic Acids Res. 1975 May;2(5):699-706. doi: 10.1093/nar/2.5.699.
Poly (3'-O-carboxymethyl-2'-deoxyctidine) (VII) has been synthesised by the polymerisation of 3'-O-carboxymethyl-4-N-phenoxyacety-2'-deoxycytidine (V) and removal of the phenoxyacetyl groups under acidic conditions. V was obtained by the action of 2,4-dinitrophenyl phenylacetate on 3'-O-carboxymethyl-5'-O-triphenylmethyl-2'-deoxycytidine (III) followed by removal of the triphenylmethyl group under carefully controlled acidic conditions. The polymer, VII gave a hypochromic effect of about 20% at 250nm when mixed with poly (1) in 0.2Macetate, pH 5.0. It appeared, therefore, that a complex was formed. Upon heating a solution of this complex there was an initial decrease in optical density followed by a much larger increase to give a Tm of about 60 degrees. Attempts to form the 3'-O-carboxymethyl derivative of 4-N-phenoxyacetyl-5'-O-'triphenylmethyl-2'-deoxycytidine to give a shorter synthetic route to VII were not successful. 3'-O-Carboxymethyl-2'-deoxycytidine was obtained by removal of thetriphenylmethyl group from III. Attempts to polymerise this compound in concentrated aqueous solution with a water-soluble carbodiimide were not successful.
聚（3'-O-羧甲基-2'-脱氧胞苷）（VII）是通过3'-O-羧甲基-4-N-苯氧乙酰基-2'-脱氧胞苷（V）聚合，并在酸性条件下去除苯氧乙酰基而合成的。V是通过2,4-二硝基苯基苯乙酸酯作用于3'-O-羧甲基-5'-O-三苯甲基-2'-脱氧胞苷（III），然后在精心控制的酸性条件下去除三苯甲基而得到的。聚合物VII在0.2M醋酸盐、pH 5.0的条件下与聚（1）混合时，在250nm处产生约20%的减色效应。因此，似乎形成了一种复合物。加热该复合物的溶液时，光密度最初会降低，随后会大幅增加，得到的熔解温度约为60摄氏度。尝试形成4-N-苯氧乙酰基-5'-O-三苯甲基-2'-脱氧胞苷的3'-O-羧甲基衍生物以提供一条更短的合成VII的路线未成功。3'-O-羧甲基-2'-脱氧胞苷是通过从III上去除三苯甲基而得到的。尝试在浓水溶液中用一种水溶性碳二亚胺使该化合物聚合未成功。
