Basifungin

Basifungin Basic information
Product Name:Basifungin
Synonyms:Cyclo[L-Phe-N-methyl-L-Phe-L-Pro-L-aIle-N-methyl-L-Val-L-Leu-N-methyl-β-hydroxy-L-Val-[(3R)-D-Hmp-]-N-methyl-L-Val-];LY-295337;Aureobasidin A (9CI);Aureobasidin A (AbA);Basifungin;aureobasidin A;Cyclo[L-alloisoleucyl-N-methyl-L-valyl-L-leucyl-N,3-dimethyl-L-threonyl-(2R,3R)-2-hydroxy-3-methylpentanoyl-N-methyl-L-valyl-L-phenylalanyl-N-methyl-L-phenylalanyl-L-prolyl];Basifungin/Aureobasidin A
CAS:127785-64-2
MF:C60H92N8O11
MW:1101.42
EINECS:
Product Categories:
Mol File:127785-64-2.mol
Basifungin Structure
Basifungin Chemical Properties
Boiling point 1229.1±65.0 °C(Predicted)
density 1.19±0.1 g/cm3(Predicted)
storage temp. Store at -20°C, protect from light
solubility DMSO : 100 mg/mL (90.79 mM; Need ultrasonic)
pka13.35±0.70(Predicted)
Safety Information
MSDS Information
Basifungin Usage And Synthesis
UsesBasifungin, also known as aureuobacidin A, is an orally available cyclic depsipeptide antibiotic produced by Aureobasidium pullulans that is a fungicide at low concentrations. Aureobasidin A inhibits inositol phosphorylceramide synthase, an enzyme that catalyzes a key step in fungal sphingolipid biosynthesis. This may inhibit fungal cell growth.
DefinitionChEBI: Basifungin is a cyclodepsipeptide antibiotic, which is isolated from the filamentous fungus Aureobasidium pullulans R106 and is toxic to yeast at low concentrations (0.1-0.5 ug/ml).
Clinical UseAureobasidin A is a cyclic depsipeptide that is produced byfermentation in cultures of Aureobasidium pullulan.Aureobasidin A acts as a tight-binding noncompetitive inhibitorof the enzyme inositol phosphorylceramide synthase(IPC synthase), which is an essential enzyme for fungalsphingolipid biosynthesis. A unique structural feature of theaureobasidins is the N-methylation of four of seven amide nitrogenatoms. The lack of tautomerism dictated by N-methylationmay contribute to forming a stable solution conformerthat is shaped somewhat like an arrowhead, the presumed biologicallyactive conformation of aureobasidin-A.The pradimycins and benanomycins are naphthacenequinonesthat bind mannan in the presence of Ca2+ to disrupt the cell membrane in pathogenic fungi. Both demonstrate good in vitro and in vivo activity againstCandida spp. and C. neoformans clinical isolates.
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