Frolova E I, Ivanova E M, Komarova N I, Raĭm A S, Vlasov V V, Ponomarev G V, Kirillova G V
Bioorg Khim. 1993 Apr;19(4):439-54.
A method for coupling 2,4-di[alpha-(2-hydroxyethoxy)ethyl] deuteroporphyrin dimethyl ether (IX), DDPOH and its complexes with metals to the 5'- or 3'-end of oligonucleotides was elaborated. In the presence of an oxidizing agent (H2O2), Fe(III)DDP-derivatives of oligonucleotides modified single-stranded DNA. The reaction was strictly site-specific and occurred at two neighbouring guanosine residues. A few types of modification were observed: cross-linking, modification leading to DNA cleavage upon piperidine treatment, and direct chain scission. The total modification yield reached 90%. Covalent attachment of Fe(III)DDP-group to oligonucleotides increased the efficiency of their uptake and the melting temperature of their complementary complexes.
阐述了一种将2,4-二[α-(2-羟基乙氧基)乙基]氘代卟啉二甲醚(IX)、DDPOH及其金属配合物与寡核苷酸的5'-或3'-末端偶联的方法。在氧化剂(H2O2)存在下，寡核苷酸的Fe(III)DDP衍生物修饰单链DNA。该反应具有严格的位点特异性，发生在两个相邻的鸟苷残基处。观察到几种类型的修饰：交联、经哌啶处理后导致DNA裂解的修饰以及直接链断裂。总修饰产率达到90%。Fe(III)DDP基团与寡核苷酸的共价连接提高了它们的摄取效率及其互补复合物的解链温度。
