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207077 Aureothricin (Propionylpyrrothione, Farcinicin, N-(4-Methyl-5-oxo-4,5-dihydro-[1,2]dithiolo[4,3-b]pyrrol-6-yl)propionamide) CAS: 574-95-8

Specifications
References
CAS Number
574-95-8
Grade
Highly Purified
Molecular Formula
C₉H₁₀N₂O₂S₂
Molecular Weight
242.3
EU Commodity Code
38220090
Shipping Temp
Blue Ice
Storage Temp
-20°C

Antibiotic. Active against Gram-positive and Gram-negative bacteria, yeast, filamentous fungi, protozoa and insects. Potent bacterial and yeast RNA polymerases inhibitor. Inhibitor of fungal mannan and glucan formation. Similar to thiolutin. Antitumor compound.

Source
Streptomyces thioluteus
Synonyms
Propionylpyrrothione; Farcinicin; N-(4-Methyl-5-oxo-4,5-dihydro-[1,2]dithiolo[4,3-b]pyrrol-6-yl)propionamide
CAS Number
574-95-8
Molecular Formula
C₉H₁₀N₂O₂S₂
Solubility
Soluble in DMSO or dimethyl formamide; partially soluble in methanol or 100% ethanol; poorly soluble in H2O.
Molecular Weight
242.3
Method for Determining Identity
Proton NMR
Purity
≥98% (HPLC)
Appearance
Supplied as a yellow powder.
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
Purity
≥98% (HPLC)
Form
Supplied as a yellow powder.
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.
References
1. The structures of thiolutin and aureothricin, antibiotics containing a unique pyrrolinonodithiole nucleus: W. D. Celmer & I. A. Solomons; J. Am. Chem. Soc. 77: 2861 (1955). 2. Anticancer properties of dithiolopyrrolones: J.M. Webster, et al.; US Patent 6,020,360: (2000) 3. Thiolutin, an inhibitor of huvec adhesion to vitronectin, reduces paxillin in huvecs and suppresses tumor cell-induced angiogenesis: K. Minamiguchi et al.; Int. J. Cancer 93: 307 (2001) 4. Expedient total synthesis of pyrrothine natural products and analogs: T. Hjelmgaard et al.; Org. Biomol. Chem. 5: 344 (2007). 5. Dithiolopyrrolone antibiotic formation induced by adding valeric acid to the culture broth of Saccharothrix algeriensis: R. Merrouche et al.; J. Nat. Prod. 73: 1164 (2010)
USBio References
No references available
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