| Identification | Back Directory | [Name]
Pneumocandin B0 | [CAS]
135575-42-7 | [Synonyms]
CFA
CS-492
L-688786
CFA/ CBR01
PneumocandinBo
neumocandin B0
Pneumocardin B0
pneumocandin B(0)
B0 PneuMocandin B0
pneumocandins? Impurity
Caspofungin Intermediate
Pneumocandin B0 (L-688786)
Caspofungin PneuMocandin B0 IMpurity
Micafungin Impurity 14 (Pneumocandin B0)
N-{(2R,6S,9S,11R,12R,14AS,15S,20S,23S,25AS)-20-[(1S)-3-AMINO-1-HYDROXY-3-OXOPROPYL]-23-[(1S,2S)-1,2-DIHYDROXY-2-(4-HYDROXYPHENYL)ETHYL]-2,11,12,15-TETRAHYDROXY-6-[(1S)-1-HYDROXYETHYL]-5,8,14,19,22,25-HEXAOXOTETRACOSAHYDRO-1H-DIPYRROLO[2,1-C:2',1'-L][ | [EINECS(EC#)]
629-746-0 | [Molecular Formula]
C50H80N8O17 | [MDL Number]
MFCD28168025 | [MOL File]
135575-42-7.mol | [Molecular Weight]
1065.22 |
| Chemical Properties | Back Directory | [Melting point ]
>230°C (dec.) | [Boiling point ]
1442.9±65.0 °C(Predicted) | [density ]
1.41±0.1 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Store in freezer, under -20°C | [solubility ]
DMSO (Slightly), Methanol (Sparingly) | [form ]
Solid | [pka]
9.86±0.26(Predicted) | [color ]
White to Off-White | [λmax]
276nm(MeOH)(lit.) | [InChIKey]
DQXPFAADCTZLNL-PYWTXGKPNA-N |
| Hazard Information | Back Directory | [Description]
Pneumocandin B0 is an antifungal lipopeptide that acts by inhibiting the synthesis of β-(1,3)-D-glucan, a component of fungal cell walls (IC50s = 70 and 67 ng/ml for inhibiting glucan synthase in C. albicans and A. fumigatus, respectively).1 It can be used to synthesize the echinocandin caspofungin acetate (Item No. 15923).2 | [Uses]
Pneumocandin B0 is the major analogue of a family of lipopeptides isolated from several species of several different genera, such as Cryptosporiopsis, Glarea and Pezicula. Pneumocandin B0 is a potent antifungal and acts by inhibition of the synthesis of β-(1,3)-D-glucan, an essential component of the cell wall of susceptible fungi. | [Uses]
Pneumocandin B0 is the major analogue of a family of lipopeptides isolated from some species of Cryptosporiopsis, Glarea and Pezicula. Pneumocandin B0 is a potent antifungal and acts by inhibiting the synthesis of β-(1,3)-D-glucan, an essential component of the cell wall of susceptible fungi. | [Definition]
ChEBI: An echinocandin initially isolated as a very minor bioactive fermentation product of Glarea lozoyensis (originally known as Zalerion arboricola). Subsequent random mutagenesis work and optimisation of the fermentation medium permi
ted the industrial production of pneumocandin B0, which is used as the starting point for the synthesis of the antifungal drug caspofungin. | [General Description]
Pneumocandin B0, the precursor of the antifungal drug caspofungin, is a lipohexapeptide produced by the fungus Glarea lozoyensis. Oxidative stress and the resulting reactive oxygen species (ROS) are involved in regulating the biosynthesis of it. Acetyl-CoA and NADPH are major factors limiting the biosynthesis of pneumocandin B0. Other metabolites, such as pyruvate, α-ketoglutaric acid, lactate, unsaturated fatty acids, and metabolite γ-aminobutyric acid, also play an important role in the biosynthesis of pneumocandin B0 and cell growth[1-2]. | [References]
[1] Dong Y, et al. Glyap1 regulates pneumocandin B0 synthesis by controlling the intracellular redox balance in Glarea lozoyensis. Applied Microbiology and Biotechnology, 2021; 105: 6707–6718.[2] Song P, et al. Metabolomics profiling reveals the mechanism of increased pneumocandin B0 production by comparing mutant and parent strains. Journal of Industrial Microbiology Biotechnology, 2018; 45: 767–780. |
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