207076
CAS Number
2825-00-5Grade
Highly PurifiedMolecular Formula
C22H23NO6Molecular Weight
397.4EU Commodity Code
38220090Shipping Temp
Blue IceStorage Temp
-20°CAureothin (Mycolutein, Distacin, JA 2814K, Antibiotic 74A, BRN 0058476)
Oxidoreductase inhibitor. Antitrypanosomal, antibacterial, antifungal, insecticidal and pesticidal. Antitumor compound.
Source
Streptomyces thioluteus
Solubility
100% ethanol, methanol, DMSO, dimethylformamide, dicholormethane or acetone
Storage and Stability
Lyophilized powder may be stored at -20°C. Stable for 12 months after receipt at -20°C. Reconstitute with sterile buffer or ddH2O. Aliquot to avoid repeated freezing and thawing. Store at -20°C. Reconstituted product is stable for 6 months at -20°C. For maximum recovery of product, centrifuge the original vial after thawing and prior to removing the cap. Further dilutions can be made in assay buffer.
Source
Streptomyces thioluteus
Form
Supplied as a yellow solid.
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.
Intended for research use only. Not for use in human, therapeutic, or diagnostic applications.
References
1. The structure of aureothin, a nitro compound obtained from Streptomyces thioluteus: Y. Hirata, et al.; Tetra- hedron 14: 252 (1961). 2. Identification of mycolutein and pulvomycin as aureothin and labilomycin respectively: J.L. Schwartz, et al.; J. Antibiot. 29: 236 (1976). 3. Two binding sites of inhibitors in NADH: ubiquinone oxidoreductase (complex I). Relationship of one site with the ubiquinone-binding site of bacterial glucose:ubiquinone oxidoreductase: T. Friedrich, et al.; Eur. J. Biochem. 219: 691 (1994). 4. Absolute configuration of (+)-aureothin: A toxic Metabolite posessing gamma-pyrone unit: Y. Ishibashi, et al.; Bull. Chem. Soc. Jpn. 68: 3643 (1995). 5. Gamma-pyrone compounds with selective and potent anti-Helicobacter pylori activity: M. Taniguchi, et al.; J. Antibiot. 53: 844 (2000). 6. Dissection of the late steps in aureothin biosynthesis: M. Müller, et al.; ChemBioChem 7: 37 (2006) 7. New aureothin derivative, alloaureothin, from Streptomyces sp. MM23: J.Y. Ueda, et al.; J. Antibiot. 60: 321 (2007) 8. Chemoenzymatic total synthesis of the antiproliferative polyketide (+)-(R)-aureothin: M. Werneburg & C. Hertweck; Chembiochem 9: 2064 (2008) 9. Selective and potent in vitro antitrypanosomal activities of ten microbial metabolites: K. Otoguro, et al.; J. Antibiot. 61: 372 (2008) 10. Natural lipophilic inhibitors of mitochondrial complex I are candidate toxins for sporadic neurodegenerative tau pathologies: M. Höllerhagen, et al.; Exp. Neurol. 220: 133 (2009) 11. Evolution of metabolic diversity in polyketide-derived pyrones: using the non-colinear Aureothin assembly line as a model system: B. Busch, et al.; Phytochemistry 70: 1833 (2009). 12. Exploiting enzymatic promiscuity to engineer a focused library of highly selective antifungal and antiprolifer- ative Aureothin analogues: M. Werneburg, et al.; J. Am. Chem. Soc. 132: 10407 (2010)USBio References
No references available