Chemistry Reference
In-Depth Information
Nucleobases, Nucleosides
and Nucleotides
10.1
General Remarks 213
10.1.1 p K a Va lue s2 213
10.1.2 Reduction Potentials 215
10.2
Radical Cations and their Conjugate Bases,
the Heteroatom-Centered Radicals
217
10.2.1
Formation of Radical Cations
217
10.2.2 p K a Values of Radical Cations
and Heteroatom-Centered Radicals
219
Reactions of SO 4 /PO 4 2− -Adduct Radicals,
Radical Cations
and Heteroatom-Centered Radicals
10.2.3
222
Reactions Induced by OH/O and H
10.3
234
10.3.1 Rate Constants 234
10.3.2
Determination of the Site of OH-Attack
235
10.3.3
Water Elimination and Rearrangements
239
10.3.4
Products in the Absence of Oxygen
241
10.3.5
Products in the Presence of Oxygen
251
10.3.6
Formation and Properties of Isopyrimidines
255
10.3.7
Reactions of the Hydrogen Atom
257
Reactions of O
10.3.8
260
10.4
Radical Anions and their Protonated Forms
261
10.5
Reactions with Alkyl and Thiyl Radicals
267
10.6
Reactions with Peroxyl Radicals
280
10.7
Halogenated Pyrimidines and Purines
282
10.8
Reactions of Sugar-Derived Radicals
in Nucleosides and Nucleotides
288
10.8.1 Isomerization at C (1
) and C (4
)
288
10.8.2 Oxidation at C (1
)
290
10.8.3 Oxidation at C (2
)
292
10.8.4 Oxidation at C (3
)
294
10.8.5 Oxidation at C (4
)
296
10.8.6 Oxidation at C (5
)
298
10.8.7 Base Release 299
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