Effects of metal ions, including Mg2+ and lanthanides, on the cleavage of ribonucleotides and RNA model compounds.
The cyclization/cleavage of 3',5'-uridyluridine to form 2',3'-cyclic uridylic acid is very effectively catalyzed by Eu3+, and the cyclization/cleavage of the 1-p-nitrophenyl phosphate ester of propane-1,2-diol also shows strong metal ion catalysis by Eu3+, Tb3+, and Yb3+. It also shows moderate catalysis by Mg2+, but not by Ca2+; Zn2+ and Pb2+ are also good catalysts. Various ligands activate these reactions further, and imidazole apparently acts as an additional base catalyst. Some cyclodextrin derivatives act to bind both the substrate and the metal ion but, contrary to what is reported elsewhere, there is no strong selectivity among nucleotides that can be ascribed to cyclodextrin binding.
Breslow
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Department of Chemistry, Columbia University, New York, NY 10027.
Huang
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D000241:Adenosine / Q000378:metabolism; D003500:Cyclization; D003505:Cyclodextrins / Q000378:metabolism; D003562:Cytidine / Q000378:metabolism; D005063:Europium / Q000378:metabolism; D008274:Magnesium / Q000378:metabolism*; D008670:Metals / Q000378:metabolism*; D008674:Metals, Rare Earth / Q000378:metabolism*; D015394:Molecular Structure; D009712:Nucleotides, Cyclic / Q000378:metabolism; D012313:RNA / Q000737:chemistry / Q000378:metabolism*; D012265:Ribonucleotides / Q000737:chemistry / Q000378:metabolism*; D014529:Uridine / Q000378:metabolism; D014542:Uridine Monophosphate / Q000378:metabolism; D015018:Ytterbium / Q000378:metabolism; D015032:Zinc / Q000378:metabolism
D003505:Cyclodextrins; D008670:Metals; D008674:Metals, Rare Earth; D009712:Nucleotides, Cyclic; D012265:Ribonucleotides; C045338:cyclic 3',5'-uridine monophosphate; D005063:Europium; D003562:Cytidine; D012313:RNA; D014542:Uridine Monophosphate; D008274:Magnesium; D015032:Zinc; D000241:Adenosine; D015018:Ytterbium; D014529:Uridine