PMID: 8600451Mar 1, 1996Paper

Diastereomeric specificity of 2',3'-cyclic nucleotide 3'-phosphodiesterase

Nucleic Acids Research
P A Heaton, F Eckstein

Abstract

The diastereomers of adenosine and uridine 2',3'-cyclic phosphorothioates were tested as substrates for 2',3'-cyclic nucleotide 3'-phosphodiesterase from bovine brain. The enzyme cleaves the Sp (or exo) diastereomers efficiently, whereas the Rp (or endo) diastereomers are resistant to hydrolysis, even after long incubation. As the enzyme exhibits strong substrate inhibition the precise determination of kinetic parameters posed problems, particularly with phosphorothioates. The stereoselectivity of this enzyme is opposite to that of RNase T1 and RNase A and thus could be a useful complement in determination of the configuration of nucleoside 2',3'-cyclic phosphorothioates resulting from hydrolysis reactions of unknown stereochemical course.

References

Apr 13, 1992·Neuroscience Letters·T KuriharaS Kitajima
Jan 1, 1985·Annual Review of Biochemistry·F Eckstein
Oct 1, 1969·Canadian Journal of Biochemistry·R W OlafsonJ F Lee
Sep 12, 1972·Biochemistry·F EcksteinW Maurer

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Citations

Mar 27, 2001·Bioorganic & Medicinal Chemistry Letters·K He, B R Shaw
Apr 25, 2007·Nucleosides, Nucleotides & Nucleic Acids·Simone BattaggiaJoseph S Vyle
Apr 16, 1998·Proceedings of the National Academy of Sciences of the United States of America·N K VaishF Eckstein
Nov 21, 2008·Journal of Neuroscience Research·Michel GravelPeter E Braun
Feb 17, 2005·Journal of Molecular Biology·Yasumitsu SakamotoKazuo T Nakamura
Feb 19, 2003·Nature Genetics·Corinna Lappe-SiefkeKlaus-Armin Nave
Jul 31, 2021·Biochemical and Biophysical Research Communications·Dongfang WangGuohua Cheng

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