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. 2023 May 4;145(19):10505–10511. doi: 10.1021/jacs.2c12558

Table 1. Reactivity of Canonical and Modified Nucleosides under the Photochemical Conditions.

Entry Starting material Change in base-pairing propertiesa (%)
1 dA n.d.
2 dG n.d.
3 dT n.d.
4 dC 2.3
5 d5mC 2.3
6 d5hmC <1
7 d5fC <1
8 d5caC 99
a

Nucleoside concentrations calculated based on ratio of integrated UV–vis absorbance (260 nm) before and after 3 h incubations, relative to an internal dA standard. Reactions were repeated twice. n.d.: not detected (Figures S5–12, Table S2). Entries 5–8 represent the 2′-deoxynucleosides of 5-methylcytidine (d5mC), 5-hydroxymethylcytidine (d5hmC), 5-formylcytidine (d5fC), and 5-carboxycytidine (d5caC).