(q); 162.0 (q); MS (ES-) m/z 340 (M-1)-, MS(ES+) m/z 364 (M +
(q); 77.1 (CH); 90.7 (CH); 93.4 (CH); 120.8 (q); 157.2 (q); 157.4
(q); 158.6 (q); 162.9 (q); MS (ES-) m/z 324 (M-1)-, MS(ES+) m/z
348 (M + Na)+
Na)+
8-(Hydroxymethyl)-2¢-deoxyguanosine
(3b). 1H-NMR
(400 MHz, DMSO-d6) d 11.0 (br s, 1H, disappeared on
D2O shake, NH); 6.26 (dd, 1H, J1 = 8 Hz, J2 = 6 Hz, H1¢);
5.52 (br s, 1H, disappeared on D2O shake, OH); 5.24 (br s, 2H,
Acknowledgements
The support and sponsorship of COST Action CM0603 on
“Free Radicals in Chemical Biology (CHEMBIORADICAL)” are
gratefully acknowledged.
disappeared on D2O shake, OH); 4.51 (2H, AB system JAB
=
13 Hz; inner line separation 8 Hz); 4.36 (br s, 1H, H3¢); 3.82 (m,
1H, H4¢); 3.63 (A part of an ABX system, 1H, JAB = 12 Hz, JAX
5 Hz, H5¢); 3.53 (B part of an ABX system, 1H, JAB = 12 Hz, JBX
=
=
References
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2.04 (ddd, 1H, J1 = 14 Hz, J2 = 6 Hz, J3 = 2 Hz, H2¢); 13C-NMR
(100.6 MHz, DMSO-d6) d 41.6 (CH2); 60.2 (CH2); 65.5 (CH2);
74.6 (CH); 87.5 (CH); 91.1 (CH); 119.0 (q); 150.5 (q); 155.2 (q);
157.1 (q); 160.8 (q); MS (ES-) m/z 296 (M-1)-, MS(ES+) m/z 320
(M + Na)+
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8-(1-Hydroxy-1-methylethyl)-2¢-deoxyguanosine
(5b). 1H-
NMR (400 MHz, DMSO-d6) d 11.0 (br s, 1H, disappeared on
D2O shake; NH); 6.94 (dd, 1H, J1 = 7 Hz, J2 = 6 Hz, H1¢);
6.28 (br s, 2H, disappeared on D2O shake, NH2); 5.61 (br s, 1H,
disappeared on D2O shake, OH); 5.44 (br s, 1H, disappeared on
D2O shake, OH); 5.16 (br s, 1H, disappeared on D2O shake, OH);
4.40 (m, 1H, H3¢); 3.83 (m, 1H, H4¢); 3.68 (A part of an ABX
system, 1H, JAB = 12 Hz, JAX = 4 Hz, H5¢); 3.54 (B part of an
ABX system, 1H, JAB = 12 Hz, JBX = 3 Hz, H5¢); 2.99 (ddd, 1H,
J1 = 12 Hz, J2 = 8.5 Hz, J3 = 7 Hz, H2¢); 1.99 (dd, 1H, J1 = 12 Hz,
J2 = 6 Hz, H2¢); 1.53 (s, 3H); 1.51 (s, 3H); 13C-NMR (100.6 MHz,
DMSO-d6) d 35.2 (CH3); 35.6 (CH3); 42.9 (CH2); 68.0 (CH2); 74.9
3498 | Org. Biomol. Chem., 2011, 9, 3494–3498
This journal is
The Royal Society of Chemistry 2011
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