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BioViotica
Gilvocarcin V
90
CHF
CHF 90.00
In stock
BVT-0256-C100100 µgCHF 90.00
BVT-0256-C250250 µgCHF 145.00
BVT-0256-M0011 mgCHF 370.00
| Product Details | |
|---|---|
| Synonyms | Anandimycin A; Toromycin A; NSC 338943; DC-38-V; Antibiotic 1072B |
| Product Type | Chemical |
| Properties | |
| Formula |
C27H26O9 |
| MW | 494.5 |
| CAS | 77879-90-4 |
| RTECS | DI2240000 |
| Source/Host Chemicals | Isolated from Streptomyces sp. Gö 3592. |
| Purity Chemicals | ≥98% (HPLC) |
| Appearance | Yellow solid. |
| Solubility | Soluble in DMSO. |
| Identity | Determined by 1H-NMR. |
| Declaration | Manufactured by BioViotica. |
| InChi Key | XCWHINLKQMCRON-UCDARZNSSA-N |
| Smiles | [H][C@]1(O[C@@H]([C@H](O)[C@H]1O)C1=C2C3=C(C=C(OC)C2=C(O)C=C1)C1=C(OC)C=C(C=C)C=C1C(=O)O3)[C@@H](C)O |
| Shipping and Handling | |
| Shipping | BLUE ICE |
| Short Term Storage | +4°C |
| Long Term Storage | -20°C |
| Handling Advice | Protect from light when in solution. |
| Use/Stability |
Stable for at least 1 year after receipt when stored at -20°C. Stock solutions are stable for at least 3 months when stored at -20°C. |
| Documents | |
| MSDS |
 Download PDF |
| Product Specification Sheet | |
| Datasheet |
Download PDF |
Description
- Antibiotic.
- Antitumor compound.
- Weakly active against Gram-positive bacteria and fungi.
- Mediates a unique cross-linking reaction between DNA and histone H3 by light.
- Single strand scission and covalent binding to DNA after photoactivation.
Product References
- Gilvocarcins, new antitumor antibiotics. 1. Taxonomy, fermentation, isolation and biological activities: H. Nakano, et al.; J. Antibiot. (Tokyo) 34, 266 (1981)
- Activation of antitumor agent gilvocarcins by visible light: R.K. Elespuru and S.K. Gonda; Science 223, 69 (1984)
- Photosensitized DNA breaks and DNA-to-protein crosslinks induced in human cells by antitumor agent gilvocarcin V: M.J. Peak, et al.; Chem. Biol. Interact. 67, 267 (1988)
- Biochemical characterisation of elsamicin and other coumarin-related antitumour agents as potent inhibitors of human topoisomerase II: A. Lorico & B. H. Long; Eur. J. Cancer 29A, 1985 (1993)
- Photophysical properties of gilvocarcins V and M and their binding constant to calf thymus DNA: R. Oyola, et al.; Photochem. Photobiol. 65, 802 (1997)
- Histone H3 and heat shock protein GRP78 are selectively cross-linked to DNA by photoactivatedgilvocarcin V in human fibroblasts: A. Matsumoto and P.C. Hanawalt; Cancer Res. 60, 3921 (2000)
- The complete gene cluster of the antitumor agent gilvocarcin V and its implication for the biosynthesis of the gilvocarcins: C. Fischer, et al.; J. Am. Chem. Soc. 125, 7818-7819 (2003)
- Multi-oxygenase complexes of the gilvocarcin and jadomycin biosyntheses: M. K. Kharel, et al.; J. Am. Chem. Soc. 129, 3780-3781 (2007)
- Inactivation of the ketoreductase gilU gene of the gilvocarcin biosynthetic gene cluster yields new analogues with partly improved biological activity: T. Liu, et al.; Chem Bio Chem 10, 278-286 (2009)
- Total synthesis of the antitumor natural product polycarcin V and evaluation of its DNA binding profile: X. Cai, et al.; Org. Lett. 16, 2962 (2014)
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