Functional monomers and polymers. CXXXI.. Synthesis and interaction studies on polyacrylamide and polymethacrylamide derivatives containing nucleic acid bases

Abstract

SynopsisAcrylarnide and methacrylamide derivntives of nucleic acid baws were prepared from the corresponding aminoethyl derivatives. Free-radical polymerization of these monomers in water or in organic solvents gave their polymers. From the studies of the polymer complex formation hy UV spectroscopy. it was found that extremely stable polymer complexes were formed between complementary polymers containing nucleic acid bases. 'For Part CXXX, see M. Miyata, K. Okanishi, and K .

Functional Monomers and Polymers CLXXVII.* Synthesis and Interaction Studies of Water Soluble Nucleic Acid Analogs: Polyethyleneimine Derivatives Containing Uracil and 5- Fluorouracil

“…This may be caused by the self association of uracil bases in the polyethyleneimine derivatives, which dissociated slowly to form an intermolecular polymer complex. Similar results were reported for the polymer complex formation between polymethacrylate derivatives of uracil and adenine, where the self association of the uracil bases in the polymer inhibited the polymer complex formation [24,27,28]. Therefore, the conformational change of the synthetic polymers may be important for the formation of a stable polymer complex.…”

Functional Monomers and Polymers CLXXI. Synthesis and Interaction Studies on Water Soluble Nucleic Acid Analogs: Polyethyleneimine Derivatives Containing Cytosine and Hypoxanthine

“…Therefore, the carboethoxyethyl derivative of hypoxanthine was prepared by the deamination reaction of carboxyethyl derivatives of adenine. 21 The carboxyethyl derivatives of cytosine or hypoxanthine were reacted with ( ± )-o:-aminoy-butyrolactone hydrobromide to give y-butyrolactone derivatives of cytosine or hypoxanthine. For the reactions, pentachlorophenyl ester derivatives were used with imidazole as a catalyst.…”

Functional Monomers and Polymers CLXXII. Synthesis and Interaction Studies on Water Soluble Nucleic Acid Analogs: Polyethyleneimine Derivatives Containing Thymine and Adenine

“…The interactions between water soluble polyethyleneimine derivatives containing thymine (PEI-Hse-Thy) and adenine (PEI-Hse-Ade) at pH 7.0 were studied with continuous variation techniques (Job plot 17 ). As shown in Figure I b, the stoichiometry of the complex based on nucleic acid base units was determined to be I : I (thymine: adenine) from the base ratio at the maximum hypochromicity value (I 0.4 %).…”