A1 Refereed original research article in a scientific journal
Hydrolytic reactions of 3 '-deoxy-3 '-thioinosylyl-(3 '-> 5 ')uridine; an RNA dinucleotide containing a 3 '-S-phosphorothiolate linkage
Authors: Elzagheid MI, Oivanen M, Klika KD, Jones BCNM, Cosstick R, Lonnberg H
Publisher: MARCEL DEKKER INC
Publication year: 1999
Journal:: Nucleosides & nucleotides
Journal name in source: NUCLEOSIDES & NUCLEOTIDES
Journal acronym: NUCLEOS NUCLEOT
Volume: 18
Issue: 9
First page : 2093
Last page: 2108
Number of pages: 16
ISSN: 0732-8311
DOI: https://doi.org/10.1080/07328319908044866
Abstract
The course of hydrolysis of 3'-deoxy-3'-thioinosylyl-(3'-->5')-uridine (IspU) has been followed by HPLC over a wide pH-range. Two reactions of:the internucleosidic thiophosphate linkage compete: (i) cleavage yielding thioinosine monophosphates and uridine, and (ii) isomerization to the 2',5'-isomer of IspU. Under very acidic conditions, even acid-catalyzed depurination of the inosine moiety is observed. The stability of the thiophosphate linkage and the mechanisms of its rupture are discussed.
The course of hydrolysis of 3'-deoxy-3'-thioinosylyl-(3'-->5')-uridine (IspU) has been followed by HPLC over a wide pH-range. Two reactions of:the internucleosidic thiophosphate linkage compete: (i) cleavage yielding thioinosine monophosphates and uridine, and (ii) isomerization to the 2',5'-isomer of IspU. Under very acidic conditions, even acid-catalyzed depurination of the inosine moiety is observed. The stability of the thiophosphate linkage and the mechanisms of its rupture are discussed.
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