Diastereomeric Specificity of 2',3'-Cyclic Nucleotide 3-Phosphodiesterase | Zendy

Paul A. Heaton | Zendy; F. Eckstein | Zendy

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Diastereomeric Specificity of 2',3'-Cyclic Nucleotide 3-Phosphodiesterase

Author(s) -

Paul A. Heaton,

F. Eckstein

Publication year - 1996

Publication title -

nucleic acids research

Language(s) - Uncategorized

Resource type - Journals

SCImago Journal Rank - 9.008

H-Index - 537

eISSN - 1362-4954

pISSN - 0305-1048

DOI - 10.1093/nar/24.5.850

Subject(s) - biology , diastereomer , nucleotide , phosphodiesterase , genetics , cyclic nucleotide phosphodiesterase , biochemistry , microbiology and biotechnology , stereochemistry , enzyme , gene , chemistry

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.

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