title: Effect of dinucleoside pyrophosphates on the oligomerization of activated mononucleotides on Na(+)-montmorillonite: reaction of 5'-phosphoro-4-(dimethylamino)pyridinium [4-(CH3)2NpypA] with A5'ppA.
abstract: The oligomerization of adenosine 5'-phosphoro-4-(dimethylamino)pyridinium (4-(CH3)2-NpypA) and diadenosine 5',5'-pyrophosphate (A5'ppA) (9:1) on Na(+)-montmorillonite was studied. The oligomers were isolated and analyzed by selective enzymatic hydrolyses and the oligomeric composition and the percent of 3',5'-phosphodiester linkages present in each fraction was determined. The longest oligomers formed (11-mers) are slightly shorter than those produced in the absence of A5'ppA (12-mers). Smaller amounts of A5'ppA are incorporated into the oligomers than in the ImpA/A5'ppA reaction. The regioselectivity of 3',5'-phosphodiester bond formation is comparable to that of the oligomerization of 4-(CH3)2NpypA alone. An explanation of these data is proposed and the possible effect of dinucleoside pyrophosphate on prebiotic RNA formation is discussed.
authors.affiliation: Department of Chemistry, Rensselaer Polytechnic Institute, Troy, New York 12180-3590, USA.
authors.forename: K J
authors.initials: KJ
authors.lastname: Prabahar
authors.forename: J P
authors.initials: JP
authors.lastname: Ferris
mesh_terms: D000249:Adenosine Monophosphate / Q000031:analogs & derivatives; D001546:Bentonite / Q000737:chemistry*; D015226:Dinucleoside Phosphates / Q000737:chemistry*; D019418:Evolution, Chemical; D019143:Evolution, Molecular; D009711:Nucleotides / Q000737:chemistry*; D009841:Oligonucleotides / Q000138:chemical synthesis*; D012313:RNA / Q000138:chemical synthesis
chemical_list: D015226:Dinucleoside Phosphates; D009711:Nucleotides; D009841:Oligonucleotides; D001546:Bentonite; C010671:adenosine 5'-phosphoroimidazolide; D000249:Adenosine Monophosphate; D012313:RNA