Moniliformin potassium salt
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| Category | Mycotoxins |
| Catalog number | BBF-04272 |
| CAS | 52591-22-7 |
| Molecular Weight | 136.15 |
| Molecular Formula | C4HKO3 |
| Purity | >99% by HPLC |
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Description
It is a potent, water-soluble mycotoxin produced by several species of fusarium. It selectively inhibits mitochondrial oxidization of pyruvate and α-ketoglutarate.
Specification
| Related CAS | 31876-38-7 (free acid) 71376-34-6 (sodium salt) |
| Synonyms | Semisquaric acid potassium salt; 3-Cyclobutene-1,2-dione, 3-hydroxy-, potassium salt; 1-Hydroxycyclobut-1-ene-3,4-dione potassium salt |
| Storage | Store at -20°C |
| IUPAC Name | potassium;3,4-dioxocyclobuten-1-olate |
| Canonical SMILES | C1=C(C(=O)C1=O)[O-].[K+] |
| InChI | InChI=1S/C4H2O3.K/c5-2-1-3(6)4(2)7;/h1,5H;/q;+1/p-1 |
| InChI Key | XBBHRCWBVJUMND-UHFFFAOYSA-M |
| Source | Fusarium moniliforme |
Properties
| Appearance | Pale Yellow Powder |
| Boiling Point | 239.6°C at 760 mmHg |
| Solubility | Soluble in Ethanol, Methanol, DMF, DMSO, Water |
Reference Reading
1. Effects of moniliformin in presence of cyclohexadepsipeptides on isolated mammalian tissue and cells
M R Kamyar, R Lemmens-Gruber, C Studenik, P Rawnduzi, K Kouri Toxicol In Vitro . 2006 Dec;20(8):1284-91. doi: 10.1016/j.tiv.2006.03.001.
Secondary metabolites produced by Fusarium spp. including beauvericin, enniatin and moniliformin are mycotoxins identified in cereal samples. The two cyclohexadepsipeptide mycotoxins beauvericin and enniatin have cytotoxic, antibiotic, insecticidal and ionophoric properties, while moniliformin primarily acts as a cardiotoxic mycotoxin. In this study, we examined the electromechanical and electrophysiological effects of moniliformin and moniliformin with ionophoric mycotoxins on cells (ventricular myocytes, Caco-2 cells) and in multicellular preparations (papillary muscles and terminal ilea of the guinea pig). Additionally, we investigated the influence of moniliformin on cell homeostasis in absence and presence of the cyclodepsipeptide mycotoxins (ventricular myocytes, Caco-2 cells). Experiments were performed using isometric measurements of contractility, intracellular microelectrode and patch-clamp techniques, and fluorescence imaging. While ionophoric cyclohexadepsipeptides affect action potential parameters and cell homeostasis, moniliformin did not change spontaneous rates of activity or cardiac action potentials. Furthermore, moniliformin had no effect on intracellular concentrations of ions and ATP, and did not affect pH. Moniliformin reduced contractility in papillary muscle, terminal ileum, the aorta and the pulmonary artery. However, moniliformin did not alter beauvericin and enniatin induced effects. From our studies, we conclude that moniliformin is not solely a cardiotoxic secondary metabolite, but also exerts its effects on smooth muscle. Moreover, there is no synergistic relationship between moniliformin and the concurrently produced cyclohexadepsipeptide mycotoxins beauvericin and enniatin.
2. Fusarium Species from Sorghum in Thailand
Baharuddin Salleh, John F Leslie, Nik M I Mohamed Nor Plant Pathol J . 2019 Aug;35(4):301-312. doi: 10.5423/PPJ.OA.03.2019.0049.
Sorghum is the fifth most important cereal worldwide, spreading from Africa throughout the world. It is particularly important in the semi-arid tropics due to its drought tolerance, and when cultivated in Southeast Asia commonly occurs as a second crop during the dry season. We recoveredFusariumfrom sorghum in Thailand and foundF. proliferatum,F. thapsinumandF. verticillioidesmost frequently, and intermittent isolates ofF. sacchariandF. beomiforme. The relatively high frequencies ofF. proliferatumandF. verticillioides, suggest mycotoxin contamination, particularly fumonisins and moniliformin, should be evaluated. Genetic variation within the three commonly recovered species was characterized with vegetative compatibility, mating type, Amplified Fragment Length Polymorphisms (AFLPs), and female fertility. Effective population number (Ne) was highest forF. verticillioidesand lowest forF. thapsinumwith values based on mating type allele frequencies higher than those based on female fertility. Based on AFLP genetic variation, theF. thapsinumpopulations were the most closely related, theF. verticillioidespopulations were the most distantly related, and theF. proliferatumpopulations were in an intermediate position. The genetic variation observed could result ifF. thapsinumis introduced primarily with seed, whileF. proliferatumandF. verticillioidescould arrive with seed or be carried over from previous crops,e.g., rice or maize, which sorghum is following. Confirmation of species transmission patterns is needed to understand the agricultural systems in which sorghum is grown in Southeast Asia, which are quite different from the systems found in Africa, Australia, India and the Americas.
3. Multiplex Detection of Fusarium Species
Tapani Yli-Mattila, Siddaiah Chandra Nayaka, Mudili Venkataramana, Emre Yörük Methods Mol Biol . 2017;1542:269-291. doi: 10.1007/978-1-4939-6707-0_18.
Multiplex PCR is a powerful method to detect, identify, and quantify the mycotoxigenic fungus by targeting the amplification of genes associated with mycotoxin production and detection, identification, and quantification of Fusarium species. As compared with uniplex PCR, it has several advantages such as low cost, shortened time, and simultaneous amplification of more than two genes (in only one reaction tube). Here, we describe multiplex PCR-based detection and identification of trichothecene-, zearalenone-, fumonisin-, and enniatin-producing Fusarium species, the use of multiplex PCR in multiplex genotype assay and the use of multiplex TaqMan real-time qPCR.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
