Molecular structure of Roquefortine C, CAS Number: 58735-64-1
Roquefortine C (CAS 58735-64-1)
See product citations (9)
Application:
Roquefortine C is a potent neurotoxin produced most notably by Penicillium species
CAS Number:
58735-64-1
Purity:
≥95%
Molecular Weight:
389.5
Molecular Formula:
C22H23N5O2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
Roquefortine C is a mycotoxin produced by Penicillium roqueforti and P. crustosum. This compound has been noted to cause serious toxic effects in cell lines. In some experiments, Roquefortine C has been used as a biomarker for penitrem A intoxication. Studies suggest that G protein-mediated signaling is a key component of Roquefortine C production by Penicillium roqueforti. Further experiments report that Roquefortine C is potentially a neurotoxic compound that activates and inhibits detoxification enzymes Mdr (P-glycoprotein, P-gp) and CYP (cytochrome P450-3A), respectively.
Roquefortine C (CAS 58735-64-1) References
- Synthetic studies of roquefortine C: synthesis of isoroquefortine C and a heterocycle. | Richard, DJ., et al. 2004. Proc Natl Acad Sci U S A. 101: 11971-6. PMID: 15141083
- Penicillium persicinum, a new griseofulvin, chrysogine and roquefortine C producing species from Qinghai Province, China. | Wang, L., et al. 2004. Antonie Van Leeuwenhoek. 86: 173-9. PMID: 15280651
- Cytotoxicity of occupationally and environmentally relevant mycotoxins. | Bünger, J., et al. 2004. Toxicology. 202: 199-211. PMID: 15337583
- The effects of the Penicillium mycotoxins citrinin, cyclopiazonic acid, ochratoxin A, patulin, penicillic acid, and roquefortine C on in vitro proliferation of porcine lymphocytes. | Keblys, M., et al. 2004. Mycopathologia. 158: 317-24. PMID: 15702270
- Oxidative metabolism by P450 and function coupling to efflux systems: modulation of mycotoxin toxicity. | Aninat, C., et al. 2005. Food Addit Contam. 22: 361-8. PMID: 16019806
- The total synthesis of roquefortine C and a rationale for the thermodynamic stability of isoroquefortine C over roquefortine C. | Shangguan, N., et al. 2008. J Am Chem Soc. 130: 6281-7. PMID: 18412344
- The global regulator LaeA controls penicillin biosynthesis, pigmentation and sporulation, but not roquefortine C synthesis in Penicillium chrysogenum. | Kosalková, K., et al. 2009. Biochimie. 91: 214-25. PMID: 18952140
- Using roquefortine C as a biomarker for penitrem A intoxication. | Tiwary, AK., et al. 2009. J Vet Diagn Invest. 21: 237-9. PMID: 19286504
- Effect of a heterotrimeric G protein alpha subunit on conidia germination, stress response, and roquefortine C production in Penicillium roqueforti. | García-Rico, RO., et al. 2009. Int Microbiol. 12: 123-9. PMID: 19784932
- A single cluster of coregulated genes encodes the biosynthesis of the mycotoxins roquefortine C and meleagrin in Penicillium chrysogenum. | García-Estrada, C., et al. 2011. Chem Biol. 18: 1499-512. PMID: 22118684
- A branched biosynthetic pathway is involved in production of roquefortine and related compounds in Penicillium chrysogenum. | Ali, H., et al. 2013. PLoS One. 8: e65328. PMID: 23776469
- A natural short pathway synthesizes roquefortine C but not meleagrin in three different Penicillium roqueforti strains. | Kosalková, K., et al. 2015. Appl Microbiol Biotechnol. 99: 7601-12. PMID: 25998659
- Silencing of a second dimethylallyltryptophan synthase of Penicillium roqueforti reveals a novel clavine alkaloid gene cluster. | Fernández-Bodega, Á., et al. 2017. Appl Microbiol Biotechnol. 101: 6111-6121. PMID: 28620689
- Development and characterisation of a monoclonal antibody to detect the mycotoxin roquefortine C. | Maragos, CM. 2020. Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 37: 1777-1790. PMID: 32730172
- Roquefortine C in blue-veined and soft-ripened Cheeses in the USA. | Maragos, CM. 2022. Food Addit Contam Part B Surveill. 15: 1-9. PMID: 34425737
Inhibitor of:
CYP.Activator of:
Mdr.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Roquefortine C, 500 µg | sc-202323 | 500 µg | $367.00 |