BioViotica

Gilvocarcin V

Name: Gilvocarcin V
Brand: BioViotica
SKU: BVT-0256
Price: 370.00 CHF
Availability: InStock

As low as CHF 90.00

In stock

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BVT-0256-C100100 µgCHF 90.00

BVT-0256-C250250 µgCHF 145.00

BVT-0256-M0011 mgCHF 370.00

Specifications / Handling

More Information
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
Safety Data Sheet	Download PDF
Product Specification Sheet
Datasheet	Download PDF

Scientific Background Information

Product 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-specific 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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