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BioViotica
Pseurotin A
110
CHF
CHF 110.00
In stock
BVT-0003-M0011 mgCHF 110.00
BVT-0003-M0055 mgCHF 350.00
| Product Details | |
|---|---|
| Synonyms | (5S,8S,9R)-8-Benzoyl-2-((1S,2S,Z)-1,2-dihydroxyhex-3-en-1-yl)-9-hydroxy-8-methoxy-3-methyl-1-oxa-7-azaspiro[4.4]non-2-ene-4,6-dione |
| Product Type | Chemical |
| Properties | |
| Formula |
C22H25NO8 |
| MW | 431.4 |
| CAS | 58523-30-1 |
| Source/Host Chemicals | Isolated from Aspergillus fumigatus. |
| Purity Chemicals | ≥98% (HPLC) |
| Appearance | White to off-white powder. |
| Solubility | Soluble in methanol or ethyl acetate; poorly soluble in water. |
| Identity | Determined by 1H-NMR. |
| Declaration | Manufactured by BioViotica. |
| InChi Key | SLYDIPAXCVVRNY-UOWMTANKSA-N |
| Smiles | CC1=C([C@@H](O)[C@@H](O)/C=C\CC)O[C@@]2([C@@H](O)[C@](OC)(C(C3=CC=CC=C3)=O)NC2=O)C1=O |
| Shipping and Handling | |
| Shipping | AMBIENT |
| Short Term Storage | +4°C |
| Long Term Storage | -20°C |
| Use/Stability |
Stable for at least 1 year after receipt when stored at -20°C. After reconstitution protect from light at -20°C. |
| Documents | |
| MSDS |
 Download PDF |
| Product Specification Sheet | |
| Datasheet |
Download PDF |
Description
- Antibiotic.
- Chitin synthase, monoamine oxidase and IgE production inhibitor.
- Cytotoxic.
- Shows nematicidal and antileishmanial activity.
- Antiproliferative against four different glioma cells. Downregulates the expression of tumour glycolytic enzymes pyruvate kinase M2 (PKM2) and lactate dehydrogenase 5 (LDH5) and upregulates the expression of pyruvate dehydrogenase beta (PDHB), adenosine triphosphate synthase beta (ATPB) and cytochrome C, important regulators for tricarboxylic acid cycle and oxidative phosphorylation.
- Inhibits activation of B-cells and differentiation into the plasma cells
Product References
- Novel neuritogenic activities of pseurotin A and penicillic acid: D. Komagata, et al.; J. Antibiot. 49, 958 (1996)
- Directed biosynthesis of fluorinated pseurotin A, synerazol and gliotoxin: Y. Igarashi, et al.; J. Antibiot. 57, 748 (2004)
- Fumiquinones A and B, nematicidal quinones produced by Aspergillus fumigatus: A. Hayashi, et al.; Biosci. Biotechnol. Biochem. 71, 1697 (2007)
- Identification of a hybrid PKS/NRPS required for Pseurotin A biosynthesis in the human pathogen Aspergillus fumigatus: S. Maiya, et al.; ChemBioChem 8, 1736 (2007)
- Pseurotin A and its analogues as inhibitors of immunoglobulin E production: M. Ishikawa, et al.; Bioorg. Med. Chem. Lett. 19, 1457 (2009)
- Antiparasitic and anticancer constituents of the endophytic fungus Aspergillus sp. strain F1544: S. Martinez-Luis, et al.; Nat. Prod. Commun. 7, 165 (2012)
- Elucidation of Pseurotin Biosynthetic Pathway Points to Trans-Acting C-Methyltransferase: Generation of Chemical Diversity: Y. Tsunematsu, et al.; Angew. Chem. Int. Ed. 53, 8475 (2014)
- Angiogenesis Inhibitors and Anti-Inflammatory Agents from Phoma sp. NTOU4195: M.-S. Lee, et al.; J. Nat. Prod. 79, 2983 (2016)
- Total syntheses of spirocyclic PKS-NRPS-based fungal metabolites: D. Jo & S. Han; Chem. Comm. 54, 6750 (2018)
- Zebrafish-Based Discovery of Antiseizure Compounds from the Red Sea: Pseurotin A2 and Azaspirofuran A: D. Copmans, et al.; ACS Chem. Neurosci. 9, 1652 (2018)
- Antiglioma pseurotin A from marine Bacillus sp. FS8D regulating tumour metabolic enzymes: K. Anjum, et al.; Nat. Prod. Res. 32, 1353 (2018)
- Treatment of epilepsy using pseurotins and azaspirofurans: D. Copmans, et al.; PCT Int. Appl., WO 2019043019 A1 20190307 (2019)
- Natural pseurotins and analogs thereof inhibit activation of B-cells and differentiation into the plasma cells: O. Vasicek, et al.; Phytomedicine in press (2020)
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