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207193 Fumitremorgin C (Tryptoquivaline) CAS: 118974-02-0

Specifications
References
CAS Number
118974-02-0
Grade
Highly Purified
Molecular Formula
C₂₂H₂₅N₃O₃
Molecular Weight
379.5
EU Commodity Code
38220090
Shipping Temp
Blue Ice
Storage Temp
4°C

Mycotoxin. Tremorgenic. Potent and specific inhibitor of the breast cancer resistance protein (BCRP; ABCG2). Reverses multidrug resistance mediated by BCRP and increases cytotoxicity of several anticancer agents in vitro.

CAS Number
118974-02-0
Alternate Names
FTC; Tryptoquivaline, (5aS,12S,14aS)-1,2,3,5a,6,11,12,14a-Octahydro-9-methoxy-12-(2-methyl-1-propen-1-yl)-5H,14H-pyrrolo[1’’,2’’:4’,5’]pyrazino[1’,2’:1,6]pyrido[3,4-b]indole-5,14-dione
Source
Aspergillus fumigatus
Molecular Formula
C₂₂H₂₅N₃O₃
Solubility
DMSO, methanol, acetone, DMF or chloroform. A concentration of 1mg/ml is recommended for stock solutions.
Molecular Weight
379.5
Method for Determining Identity
Proton NMR
Purity
≥98% (HPLC)
Appearance
Supplied as a white to light brown powder.
Storage and Stability
May be stored at 4°C. For long-term storage, aliquot and store at 4°C. Do not freeze. Aliquots are stable for 6 months after receipt. For maximum recovery of product, centrifuge the original vial prior to removing the cap. Further dilutions can be made in assay buffer.
Important Note
This product as supplied is intended for research use only, not for use in human, therapeutic or diagnostic applications without the expressed written authorization of United States Biological.
Toxicity and Hazards:  All products should be handled by qualified personnel only, trained in laboratory procedures.
References
1. Mycotoxins produced by Aspergillus fumigatus species isolated from molded silage: R.J. Cole, et al.; J. Agric. Food Chem. 25: 826 (1977). 2. Novel mammalian cell cycle inhibitors, tryprostatins A, Band other diketopiperazines produced by Aspergillus fumigatus. I. Taxonomy, fermentation, isolation and biological properties: C.B. Cui, et al.; J. Antibiot. 49: 527 (1996). 3. Reversal of a novel multidrug resistance mechanism in human colon carcinoma cells by fumitremorgin: S.K. Rabindran, et al.; Cancer Res. 58: 5850 (1998). 4. Fumitremorgin C reverses multi drug resistance in cells transfected with the breast cancer resistance protein.: S.K. Rabindran, et al.; Cancer Res. 60: 47 (2000). 5. Characterization of drug transport, ATP hydrolysis, and nucleotide trapping by the human ABCG2 multidrug transporter. Modulation of substrate specificity by a point mutation.:Ozvegy, et al.; J. Biol. Chem. 277: 47980 (2002). 6. The role of breast cancer resistance protein in acute lymphoblastic leukemia: S.L. Plasschaert, et al.; Clin. Cancer Res. 9: 5171 (2003). 7. Plasma pharmacokinetics and tissue distribution of the breast cancer resistance protein (BCRP/ABCG2) inhibitor fumitremorgin C in SCID mice bearing T8 tumors: T.S. Garimella, et al.; Cancer Chemother. Phar- macol. 55: 101 (2005). 8. Histone deacetylase inhibitors induce a very broad, pleiotropic anticancer drug resistance phenotype in acute myeloid leukemia cells by modulation of multiple ABC transporter genes: S. Hauswald, et al.; Clin. Cancer Res. 15: 3705 (2009) 9. Specific inhibitors of the breast cancer resistance protein (BCRP): A. Pick, et al.; ChemMedChem 5: 1498 (2010) 10. Differential inhibition of murine Bcrp1/Abcg2 and human BCRP/ABCG2 by the mycotoxin fumitremorgin C: L. Gonzales-Lobato, et al.; Eur. J. Pharmacol. 644: 41 (2010)
USBio References
No references available
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