UCE1022
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| Category | Mycotoxins |
| Catalog number | BBF-01583 |
| CAS | 158243-10-8 |
| Molecular Weight | 418.3 |
| Molecular Formula | C18H10O10S |
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Description
UCE1022 is a cytotoxin with topoisomerase I mediated DNA cleavage activity.
Specification
| Synonyms | UCE-1022; UCE 1022 |
| IUPAC Name | (3,8,10,12-tetrahydroxy-6,11-dioxotetracen-1-yl) hydrogen sulfate |
| Canonical SMILES | C1=C2C=C3C(=C(C2=C(C=C1O)OS(=O)(=O)O)O)C(=O)C4=C(C3=O)C=C(C=C4O)O |
| InChI | InChI=1S/C18H10O10S/c19-7-1-6-2-9-15(17(23)13(6)12(5-7)28-29(25,26)27)18(24)14-10(16(9)22)3-8(20)4-11(14)21/h1-5,19-21,23H,(H,25,26,27) |
| InChI Key | KKGVHKUKFAVMNN-UHFFFAOYSA-N |
Properties
| Appearance | Red-purple Solid |
| Antibiotic Activity Spectrum | neoplastics (Tumor) |
Reference Reading
1. Correlation between the formation of cleavable complex with topoisomerase I and growth-inhibitory activity for saintopin-type antibiotics
N Fujii, Y Yamashita, T Mizukami, H Nakano Mol Pharmacol. 1997 Feb;51(2):269-76. doi: 10.1124/mol.51.2.269.
New saintopin-type antibiotics (e.g., saintopin, saintopin E, UCE1022, UCE6) with a naphthacene-dione structure have been discovered through our mechanistically oriented screening using purified mammalian DNA topoisomerases. Saintopin is a dual inducer of topoisomerase I- and topoisomerase II-mediated DNA cleavages in a cell-free system using purified enzymes, whereas others induced topoisomerase I- but not topoisomerase II-mediated DNA cleavage. The order of topoisomerase I-mediated DNA cleavage activity at lower concentrations ( saintopin > saintopin E > UCE1022. The DNA cleavage-intensity patterns induced by these antibiotics with topoisomerase I were identical, indicating that saintopin-type antibiotics have a similar DNA sequence selectivity in stabilization of the cleavable complex with topoisomerase I. Increases in protein/DNA complexes were observed in saintopin-type antibiotic-treated HeLa S3 cells using the potassium/sodium dodecyl sulfate precipitation method. Brief heating of these drugs-treated cells at 65 degrees for 10 min resulted in a rapid reduction in the number of protein/DNA complexes. Immunoblot analysis using antibody against human topoisomerase I or II revealed that the protein linked to DNA in saintopin-type antibiotic-treated cells is most likely topoisomerase I. These results suggest that saintopin-type antibiotics interfere with topoisomerase I in cells by trapping reversible topoisomerase I/DNA cleavable complexes. The formation of topoisomerase I/DNA complexes by saintopin-type antibiotics correlates well with their growth-inhibitory activities, suggesting that topoisomerase I can be the principal target of these antibiotics.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
