75232-69-8Relevant academic research and scientific papers
Lability of glycosidic linkages of 2'-thio-ribonucleosides
Johnson,Reese,Pei-Zhuo
, p. 5093 - 5098 (1995)
2'-Thiouridine 2, 2'-thioadenosine 5 and 2'-thiocytidine 8 undergo glycosidic cleavage in aqueous solution at 25°C at and above pH 6.5. The glycosidic linkages of [1-β-D-(2-thioarabinofuranosyl)]-adenine 7 and the dimeric disulfides 12a, 12b and 12c, derived from the 2'-thio-ribonucleosides 2, 5 and 8, respectively, are stable under the same neutral and mildly basic conditions. 2'-Thioadenosine 5 and particularly [1-β-D-(2-thioarabinofuranosyl)]adenine 7 are more stable than 2'-deoxyadenosine to acid-catalyzed hydrolysis.
