| Name |
CC-1065 (U-56314) |
| CAS# |
69866-21-3 |
| NCS# |
298223 |
| MW |
703 |
| Category |
Cyclopropylpyrroloindole |
| Binding Mode |
Minor groove binding drug, forms covalent adduct to N3-A [Chidester,
1981]. |
| Site Specificity |
A/T directed, consensus sites are 5'-RNWWA*-3' and 5'-AAAAA*-3',
where A* is an adducted adenine. Strong discrimination against G/C
in the 3 most 3' positions [Reynolds, 1985]. |
| Effect on DNA |
Inhibits unwinding of DNA by intercalators, stabilizes DNA against
thermal melting, inhibits S1 digestion of DNA [Swenson, 1982]. Strong
heating of CC-1065/DNA adduct results in strand scission between the adducted
adenine and the phosphate just 3' to it [Reynolds, 1985]. CC-1065
itself winds, bends and stiffens DNA [Lee, 1991]. It can also trap
flexible DNA in a bent conformation [Thompson, 1995] the drug induced bend
has been measured as 17-22o[Sun, 1993]. |
| Source |
Isolated from Streptomyces zelensis |
| Preparation and Use |
Initial stock are prepared from powder, 2mg/mL in N,N dimethylacetamide,
then diluted to 2.5mM with DMSO. Further dilutions are prepared with water.
Molar extinction coefficient of 4.8x104 M-1 cm-1 at 365 nm [Martin,
1981]. Drug is light sensitive, repeated freeze/thaw degrades activity. |
