Polynucleotide analogues. Copolymers of vinyl bases with acrylic acid, methylacrylic acid, acrylamide, and 1-vinylpyrrolidone.
Preliminary studies are reported on the synthesis and testing of substituted vinyl polymers that are designed to have sequence specific affinity for polyribonucleic acids. Copolymers of 1-vinyluracil with acrylic acid, 2-methylacrylic acid, or 1-vinyl-2-pyrrolidone were prepared by gamma-irradiation to give the respective polymers 1,3, and 4. Similarly, 9-vinyladenine yielded copolymeric products 5 and 6 with acrylic acid or 2-methylacrylic acid. Radical initiated polymerization of 9-vinyladenine with acrylamide yielded copolymer 7. The products were characterized by elemental analysis and ultraviolet, infrared, and nuclear magnetic resonance spectroscopy. No hypochromicity could be detected on mixing polymers 1-4 with poly(adenylic acid). The acrylic acid copolymer 2 containing a high ratio of vinyluracil was a potent inhibitor of poly(adenylic acid) coded polylysine synthesis in an in vitro system. Polymers 6 and 7, containing a high proportion of vinyladenine, inhibited poly(uridylic acid) coded poly(phenylalanine) synthesis.
D000178:Acrylamides / Q000138:chemical synthesis* / Q000494:pharmacology; D000179:Acrylates / Q000138:chemical synthesis* / Q000494:pharmacology; D004926:Escherichia coli / Q000187:drug effects / Q000378:metabolism / Q000648:ultrastructure; D008239:Lysine / Q000378:metabolism; D008689:Methacrylates / Q000138:chemical synthesis* / Q000494:pharmacology; D008722:Methods; D010452:Peptide Biosynthesis; D010649:Phenylalanine / Q000378:metabolism; D011061:Poly A / Q000378:metabolism; D011072:Poly U / Q000378:metabolism; D011119:Polynucleotides / Q000138:chemical synthesis* / Q000494:pharmacology; D011205:Povidone / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D012270:Ribosomes / Q000187:drug effects / Q000378:metabolism; D014753:Vinyl Compounds / Q000138:chemical synthesis* / Q000494:pharmacology
D000178:Acrylamides; D000179:Acrylates; D008689:Methacrylates; D011119:Polynucleotides; D014753:Vinyl Compounds; D011061:Poly A; D011072:Poly U; D010649:Phenylalanine; D011205:Povidone; D008239:Lysine