22976-86-9
Chemical Structure
Polyoxin D
Synonym(s): Polyoxorim
- CAS No.: 22976-86-9
- Formula:C17H23N5O14
- Molecular Weight:521.39
IUPAC Name: 1-((2R,3R,4S,5R)-5-((S)-((2S,3S,4S)-2-amino-5-(carbamoyloxy)-3,4-dihydroxypentanamido)(carboxy)methyl)-3,4-dihydroxytetrahydrofuran-2-yl)-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid
InChIKey: JPFWJDMDPLEUBD-ITJAGOAWSA-N
SMILES: OC(C(C(N1)=O)=CN([C@H]2[C@H](O)[C@H](O)[C@@H]([C@H](NC([C@H]([C@@H]([C@H](COC(N)=O)O)O)N)=O)C(O)=O)O2)C1=O)=O
Biological Activity: Polyoxin D (Polyoxorim) is an Antifungal Antibiotic. Polyoxin D inhibits Chitin synthase with an I50 of 1 mM for Stomoxys calcitrans chitin synthase. Polyoxin D causes swelling and rupture of fungal hyphal tips and budding yeast cells, haustorial encasement, haustorial wall thickening, widening of the extrahaustorial matrix, and cytoplasmic vesicles and tubular structures. Polyoxin D causes swelling of filamentous chains in Candida albicans and morphological changes in Agaricus bisporus and Coprinus cinereus. Polyoxin D is used in research on bean rust and Candida albicans infections[1][2][3][4][5][6][7].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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Polyoxin D | 99.92% | Polyoxin D (Polyoxorim) is an Antifungal Antibiotic. Polyoxin D inhibits Chitin synthase with an I50 of 1 mM for Stomoxys calcitrans chitin synthase. Polyoxin D causes swelling and rupture of fungal hyphal tips and budding yeast cells, haustorial encasement, haustorial wall thickening, widening of the extrahaustorial matrix, and cytoplasmic vesicles and tubular structures. Polyoxin D causes swelling of filamentous chains in Candida albicans and morphological changes in Agaricus bisporus and Coprinus cinereus. Polyoxin D is used in research on bean rust and Candida albicans infections. | ||||||||||||||||||||
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References
- [1]. Heath MC. Effect of fungal death or inhibition induced by oxycarboxin or polyoxin D on the interaction between resistant or susceptible bean cultivars and the bean rust fungus. Phytopathology. 1988 Nov 1;78(11):1454-62.
- [2]. Mehta RJ, et al. Anti-Candida activity of polyoxin: example of peptide transport in yeasts. Antimicrobial agents and chemotherapy. 1984 Mar;25(3):373-4.
- [3]. Gooday G W, De Rousset-Hall A, Hunsley D. Effect of polyoxin D on chitin synthesis in Coprinus cinereus[J]. Transactions of the British Mycological Society, 1976, 67(2): 193-200.
- [4]. Mayer RT. Insecticides based on differences in metabolic pathways. InSafer Insecticides 2020 Aug 18 (pp. 209-255). CRC Press.
- [5]. Betina V, et al. The use of antibiotics for studies of morphogenesis and differentiation in microorganisms. Folia microbiologica. 1980;25(6):505-23.
- [6]. Hang S, et al. Marine-Derived Metabolites Act as Promising Antifungal Agents. Marine drugs. 2024 Apr 17;22(4):180.
- [7]. Miyazaki Y. S7. 4b Microaerobic conditions enhance fungal pathogenesis in Candida spp. Medical Mycology. 2022 Sep;60(Supplement_1):myac072S74b.