AI Article Synopsis
- A thiophosphoramidate analogue of a specific nucleoside (thymidylyl-3',5'-thymidine) was created in water.
- The structure shows the deoxyribose ring leaning towards a conformation similar to RNA, which was confirmed by (1)H NMR analysis.
- Hydrolysis rates were tested at high temperatures (90°C) across various pH levels, revealing a stable phase from pH 7 to 10, while acidic conditions increased the hydrolysis rate dependent on hydronium ion concentration.
Article Abstract
A 3'-N,5'-S-bridging thiophosphoramidate analogue of thymidylyl-3',5'-thymidine was synthesised under aqueous conditions. (1)H NMR conformational measurements show that the 3'-N-substituted deoxyribose ring is biased towards the 'north', RNA-like conformation. Rate constants for hydrolysis of the analogue were measured at 90 °C in the pH range 1.3-10.9. The pH-log kobs profile displays a pH-independent region between approximately pH 7 and 10 (t1/2 ∼13 days). Under acidic conditions, kobs displays a first order dependence on [H3O(+)].
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| http://dx.doi.org/10.1039/c6ob01270a | DOI Listing |
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