B1 Vertaisarvioimaton kirjoitus tieteellisessä lehdessä
Hydrolysis and intramolecular transesterification of 3 '-thioinosine 3 '-S-phosphorothiolate triester
Tekijät: Elzagheid MI, Maki E, Kaukinen U, Oivanen M, Lonnberg H
Julkaisuvuosi: 1999
Lehti:: Collection Symposium Series
Tietokannassa oleva lehden nimi: CHEMISTRY OF NUCLEIC ACID COMPONENTS
Lehden akronyymi: COLL SYMPOS SERIES
Vuosikerta: 2
Aloitussivu: 1
Lopetussivu: 5
Sivujen määrä: 5
ISBN: 80-86241-04-1
Tiivistelmä
The hydrolytic reactions of the dimethyl ester of 3'-deoxy-3'-thioinosine-3'-S-phosphorothiolate (1b) have been followed by HPLC. At pH > 3, only hydroxide-ion-catalyzed isomerization to the 2'-O-dimethyl phosphate takes place, whereas under more acidic conditions even hydrolysis to the 2'-O- and 3'-S-monomethyl phosphates was observed. Both reactions are acid-catalyzed at pH < 1. The mechanisms of the reactions are discussed in comparison with those of a corresponding RNA dimer analog (IspU, 2) and 3'-O-phosphate alkyl esters.
The hydrolytic reactions of the dimethyl ester of 3'-deoxy-3'-thioinosine-3'-S-phosphorothiolate (1b) have been followed by HPLC. At pH > 3, only hydroxide-ion-catalyzed isomerization to the 2'-O-dimethyl phosphate takes place, whereas under more acidic conditions even hydrolysis to the 2'-O- and 3'-S-monomethyl phosphates was observed. Both reactions are acid-catalyzed at pH < 1. The mechanisms of the reactions are discussed in comparison with those of a corresponding RNA dimer analog (IspU, 2) and 3'-O-phosphate alkyl esters.
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