| Source: |
Streptomyces luteosporeus |
| Synonyms | Aureothricin
Propionopyrrothine
5-Methyl-3-propionamidopyrrolin-4-one[4,3-d]-1,2-dithiole
N-(4,5-Dihydro-4-methyl-5-oxo-1,2-dithiolopyrrol-6-yl)-propanamide
|
| Description: | Aureothricin is a
sulfur-containing antibiotic, which is a potent inhibitor of bacterial and
yeast RNA polymerases. Aureothrin is closery related to Thiolutin, but is little more hydrophobic. |
| CAS number: | 574-95-8 |
| Merck index: |
|
| Molecular weight: | 242.3 |
| Structure: |

 |
| Molecular Formula: | C9H10N2O2S2 |
| Canonical SMILES: |
CCC(=O)NC1=C2C(=CSS2)N(C1=O)C |
Solubility information: | Aureothricin
is soluble in Dichloromethane, DMSO and DMF.
Moderately soluble in low alcohols such as Methanol and Ethanol.
Practically insoluble in water. |
| Specifications | |
| Appearance: | Brilliant golden needle like
crystals. |
| Purity: | At least 98% by TLC. At least
98% by HPLC |
| λmax: | 207nm, 244nm, 312nm,
390nm |
| Melting point | |
| Solubility | 1 mg/ml of Aureothricin in
DMSO gives a clear orange solution |
| Storage | +4°C. Protect from light. |
| Applications | Inhibitor of DNA-primed RNA
polimerase and DNA polimerase. Apoptosis inducer. Antineoplastic drug |
| Warnings |
No information is
available. This compound has not been
suficiently investigated. Due to its relation with Thiolutin, Aureothricin is presumed to be very toxic. |
| Classification | Dithiolopyrrolone
Pyrrolidinone antibiotic
RNA polymerase inhibitor
angiogenesis inhibitor |
| Related products |
Tiolutin |
| | For Research use only. Not
for Human or Drug use GMP/API grade available on request
No genetically modified organisms are used. |
| Publications | |
| | J Antibiot (Tokyo). 1953
Jul;6(3):137-8.
Chemical studies on antibiotic substances. IV. A crystalline toxic substance
of Streptomyces thioluteus producing aureothricin.
MAEDA K.
PMID: 13096448 [PubMed - indexed for MEDLINE] |
| | Folia Microbiol (Praha).
1990;35(4):278-83.
Regulation of biosynthesis of thiolutin and aureothricin in Streptomyces
kasugaensis.
Sturdíková M, Proksa B, Uhrín D, Fuska J.
Department of Biochemical Technology, Faculty of Chemical Technology, Slovak
Technical University, Bratislava, Czechoslovakia. |
| | J Antibiot (Tokyo). 1982
Oct;35(10):1367-73.
Function of plasmids in the production of aureothricin. I. Elimination of
plasmids and alteration of phenotypes caused by protoplast regeneration in
Streptomyces kasugaensis.
Furumai T, Takeda K, Okanishi M. |