Phosphate-guanosine interactions. A model for the involvement of guanine derivatives in autocatalytic reactions of ribonucleic acids.
Proton magnetic resonance was used to study the interactions between nucleosides and phosphate monoanion in dimethyl sulfoxide. Ribose was able to form two mutually exclusive 1:1 complexes involving either OH3' and OH5' or OH3' and OH2' as hydrogen bond donor groups. Deoxyribose could form only one of these complexes. A specific interaction of phosphate with the base moiety of nucleosides was observed only with guanosine. A 1:1 complex was formed involving the N(1)H and NH2(2) of guanine. Association constants for both the base and sugar complexes were determined to be in the range 50-60 M-1 at 21 degrees C in dimethyl sulfoxide. This value is more than 1 order of magnitude higher than that measured for guanine-cytosine base pair formation under the same conditions. Water addition to dimethyl sulfoxide led to a decrease of all association constants but the guanine-phosphate "pair" remained more stable than the guanine-cytosine base pair.
D000225:Adenine / Q000031:analogs & derivatives; D055598:Chemical Phenomena; D002621:Chemistry; D003849:Deoxyguanosine; D006147:Guanine / Q000031:analogs & derivatives; D006151:Guanosine; D006860:Hydrogen Bonding; D007700:Kinetics; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D008433:Mathematics; D008956:Models, Chemical; D010710:Phosphates; D012313:RNA; D014529:Uridine
D010710:Phosphates; D006151:Guanosine; C001172:9-ethyladenine; D006147:Guanine; D012313:RNA; C014542:9-ethylguanine; D003849:Deoxyguanosine; D000225:Adenine; D014529:Uridine