7012
Acknowledgements
We gratefully acknowledge Douglas Jordon and Gregory Basarab (DuPont) for information
and materials. S.M.F. was funded by a fellowship from the Damon Runyon±Walter Winchell
foundation and F.S. was funded by a fellowship from the National Institutes of Health.
References
1. Firestine, S. M.; Salinas, F.; Nixon, A. E.; Baker, S. J.; Benkovic, S. J. Nature Biotech. 2000, 18, 544±547.
2. Vidal, M.; Legrain, P. Nucleic Acids Res. 1999, 27, 919±929.
3. Spencer, D. M.; Wandless, T. J.; Schreiber, S. L.; Crabtree, G. R. Science 1993, 262, 1019±1024.
4. Lundqvist, T.; Rice, J.; Hodge, C. N.; Basarab, G. S.; Pierce, J.; Lindqvist, Y. Structure 1994, 2, 937±944.
5. Selected data for compound (5): 1H NMR (CD3OD, 360 MHz) ꢀ 7.98 (d, J=8.3 Hz, 2H), 7.85 (m,2H), 7.55±7.43
(m, 5H), 4.63 (s, 2H); m/z (EI) 255 [M]+; found: 256.0988, C15H13NO3+H requires: 256.0904.
1
6. Selected data for compound (6): H NMR (CD3OD, 200MHz) ꢀ 7.87±7.75 (m, 4H), 7.49±7.42 (m, 5H), 4.61 (s,
2H), 2.88 (t, J=7.4 Hz, 2H), 1.62 (br s, 4H), 1.38 (br s, 10H); m/z (FAB, Glycerol) 382 [M+H]+; found: 382.2469,
C23H31N3O2+H requires: 382.2495.
7. Selected data for compound (1): m/z (FAB, Glycerol) 1019 [M+H]+, 1041 [M+Na]+.
8. Endicott, M. M.; Wick, E.; Mercury, M. L.; Sherrill, M. L. J. Am. Chem. Soc. 1946, 68, 1299.
1
9. Selected data for compound (10): H NMR (CD3OD, 360 MHz) ꢀ 8.63 (s, 1H), 8.29 (d, J=8.7 Hz, 1H), 7.92 (t,
J=7.8 Hz, 1H), 7.85 (d, J=8.3 Hz, 2H), 7.71±7.65 (m, 2H), 7.39 (d, J=8.2 Hz, 2H), 4.96 (s, 2H); m/z (CI) 279
[M]+; found: 280.1074, C16H13N3O2+H requires: 280.1086.
10. Selected data for compound (11): 1H NMR (CD3OD, 200 MHz) ꢀ 8.79 (s, 1H), 8.44 (d, J=8.7 Hz, 1H), 8.11±7.98
(m, 3H), 7.86±7.79 (m, 2H), 7.55 (d, J=8.2 Hz, 2H), 5.11 (s, 2H), 3.87 (s, 3H); m/z (CI) 294 [M+H]+; found:
294.1234, C17H15N3O2+H requires: 294.1243.
11. Selected data for compound (12): 1H NMR (CD3OD, 200 MHz) ꢀ 8.41 (s, 1H), 8.18 (d, J=8.6 Hz, 1H), 7.83±7.68
(m, 4H), 7.53 (m, 1H), 7.47 (d, J=8.4 Hz, 2H), 4.90 (s, 2H), 3.46 (t, J=6.2 Hz, 2H), 2.84 (t, J=6.5 Hz, 2H); m/z
(FAB, 3-NBA) 322 [M+H]+, 344 [M+Na]+, 643 [2M+H]+; found: 322.1657, C18H19N5O+H requires: 322.1668.
12. Selected data for compound (2): m/z (FAB, 3-NBA) 1215 [M+H]+.