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. 1996 Mar 1;24(5):850–853. doi: 10.1093/nar/24.5.850

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

P A Heaton 1, F Eckstein 1
PMCID: PMC145708  PMID: 8600451

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.

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Selected References

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