Kinetic Analysis of Diamine-Catalyzed RNA Hydrolysis

The catalysis of various amines for the hydrolysis of RNA has been kinetically investigated, and the catalytic rate constants for each of the ionic states of these amines are determined. Ethylenediamine and 1,3-propanediamine are highly active under the physiological conditions, mainly because they...

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Veröffentlicht in:Journal of organic chemistry 1997-04, Vol.62 (7), p.2155-2160
Hauptverfasser: Komiyama, Makoto, Yoshinari, Koichi
Format: Artikel
Sprache:eng
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Zusammenfassung:The catalysis of various amines for the hydrolysis of RNA has been kinetically investigated, and the catalytic rate constants for each of the ionic states of these amines are determined. Ethylenediamine and 1,3-propanediamine are highly active under the physiological conditions, mainly because they preferentially take the catalytically active monocationic forms. The catalysis of these diamines is further promoted by the intramolecular acid−base cooperation of the neutral amine and the ammonium ion. In contrast, monoamines overwhelmingly exist at pH 7 as the inactive cations. Potential application of the catalysis by the diamines and the related oligoamines is discussed.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo961935u