| Name |
Tomamycin |
| NCS# |
177499 |
| Category |
Pyrrolo-(1,4)-benzodiazepine |
| Binding Mode |
Covalent adduction to N2-G in DNA minor groove; aromatic ring oriented
to the 3' side of the adduct, also in minor groove [Boyd, 1990]. |
| Site Specificity |
5'-RGR-3' > 5'-RGY-3' > 5'-YGR-3' > 5'-YGY-3' [Hertzberg, 1986;
Hurley, 1988] |
| Effect on DNA |
Aromatic group of tomamycin is positioned to the 3' side of the covalent
adduct in one NMR solution study. Overall helical distortion is minimal
[Boyd, 1990]. Depending on sequence, bends DNA 8.25o to 14o [Kizu,
1993]. |
| Source |
Originally isolated from Streptomyces achromogenes var. tomaymyceticus
[Arima, 1972]. |
| Preparation and Use |
Dissolved in DMSO to stock concentration of 10mM. In methanol,
extinction coefficient at 320nm is 3600 M-1 cm-1
[Arima, 1972]. |