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Pneumocandin B0

Product Name
Pneumocandin B0
CAS No.
135575-42-7
Chemical Name
Pneumocandin B0
Synonyms
CFA;Pneumocardin B0;Caspofungin PneuMocandin B0 IMpurity;CS-492;L-688786;CFA/ CBR01;CHEMBL269311;Novocontin B0;neumocandin B0;PneumocandinBo
CBNumber
CB51120636
Molecular Formula
C50H80N8O17
Formula Weight
1065.21
MOL File
135575-42-7.mol
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Pneumocandin B0 Property

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)
pka
9.86±0.26(Predicted)
form 
Solid
color 
White to Off-White
λmax
276nm(MeOH)(lit.)
InChIKey
DQXPFAADCTZLNL-PYWTXGKPNA-N
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Safety

HS Code 
2941.90.3000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H315Causes skin irritation

H317May cause an allergic skin reaction

H318Causes serious eye damage

H334May cause allergy or asthma symptoms or breathing difficulties if inhaled

H335May cause respiratory irritation

H400Very toxic to aquatic life

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P272Contaminated work clothing should not be allowed out of the workplace.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P285In case of inadequate ventilation wear respiratory protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P341IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P310Immediately call a POISON CENTER or doctor/physician.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P333+P313IF SKIN irritation or rash occurs: Get medical advice/attention.

P342+P311IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.

P362Take off contaminated clothing and wash before reuse.

P363Wash contaminated clothing before reuse.

P391Collect spillage. Hazardous to the aquatic environment

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TCI Chemical
Product number
P2534
Product name
Pneumocandin B0
Purity
>96.0%(HPLC)
Packaging
10mg
Price
$106
Updated
2024/03/01
TCI Chemical
Product number
P2534
Product name
Pneumocandin B0
Purity
>96.0%(HPLC)
Packaging
50mg
Price
$369
Updated
2024/03/01
Cayman Chemical
Product number
21527
Product name
Pneumocandin B0
Purity
≥95%
Packaging
5mg
Price
$32
Updated
2024/03/01
Cayman Chemical
Product number
21527
Product name
Pneumocandin B0
Purity
≥95%
Packaging
10mg
Price
$57
Updated
2024/03/01
Cayman Chemical
Product number
21527
Product name
Pneumocandin B0
Purity
≥95%
Packaging
25mg
Price
$116
Updated
2024/03/01
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Pneumocandin B0 Chemical Properties,Usage,Production

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). It can be used to synthesize the echinocandin caspofungin acetate .

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.

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.

Biosynthesis

Pneumocandin B0 (PB0), the precursor of the antifungal drug caspofungin, is a secondary metabolite of the fungus G. lozoyensis, and its biosynthesis is affected by the types and concentrations of nutrients in the medium. Acetyl-CoA and NADPH were identified as the main factors limiting pneumocandin B0 biosynthesis. Other metabolites, such as pyruvate, α-ketoglutaric acid, lactate, unsaturated fatty acids, and previously unreported metabolite γ-aminobutyric acid, were shown to play important roles in pneumocandin B0 biosynthesis and cell growth. The carbon source is a crucial factor affecting cell growth and PB0 production. Transcriptome analysis showed that when G. lozoyensis was cultured with fructose as the carbon source, the expression of genes in the PB0 synthetic gene cluster was downregulated. At the same time, the PB0 yield was increased by 54.76%. When fructose was used as the carbon source, PPP, glycolysis, and branched-chain amino acid metabolism of G. lozoyensis were promoted, which may have provided more NADPH and acetyl-CoA for biosynthesis. Furthermore, the downregulation of the PB0 biosynthesis gene cluster and the TCA cycle resulted in more acetyl-CoA for fatty acid synthesis[3–4].

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].

Mechanism of action

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.

Solubility in organics

Pneumocandin B0 is soluble in ethanol, methanol, DMF and DMSO.

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.
[3] Ke Zhang. Comparative Transcriptomics Analysis of the Responses of the Filamentous Fungus Glarea lozoyensis to Different Carbon Sources. Frontiers in Microbiology (2020): 190.
[4] Ping Song. Metabolomics profiling reveals the mechanism of increased pneumocandin B0 production by comparing mutant and parent strains. Journal of Industrial Microbiology Biotechnology 45 9 (2018): 767–780.

Pneumocandin B0 Preparation Products And Raw materials

Raw materials

Preparation Products

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Pneumocandin B0 Suppliers

TOKYO CHEMICAL INDUSTRY CO., LTD.
Tel
03-36680489
Fax
03-3668-0520
Email
Sales-JP@TCIchemicals.com
Country
Japan
ProdList
28387
Advantage
80
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View Lastest Price from Pneumocandin B0 manufacturers

HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
Product
Pneumocandin B0 135575-42-7
Price
US $999.00-666.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000
Release date
2024-08-20
airuikechemical co., ltd.
Product
pneumocandin b0 135575-42-7
Price
US $0.00-0.00/Kg
Min. Order
1Kg
Purity
99.9%
Supply Ability
200tons
Release date
2024-04-09
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Pneumocandin B0 135575-42-7
Price
US $0.00/KG
Min. Order
1KG
Purity
95%min
Supply Ability
50kg
Release date
2021-11-02

135575-42-7, Pneumocandin B0Related Search:


  • Pneumocardin B0
  • pneumocandin B(0)
  • Caspofungin PneuMocandin B0 IMpurity
  • B0 PneuMocandin B0
  • pneumocandins? Impurity
  • CFA/ CBR01
  • Pneumocandin B0 (L-688786)
  • CS-492
  • Caspofungin Intermediate
  • neumocandin B0
  • CFA
  • PneumocandinBo
  • L-688786
  • 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][
  • US-DMF No.: 034006
  • Newmocontin B0
  • Caspofungin intermediate / Pneumocandin B0
  • (10R,12S)-N-((2R,6S,9S,11R,12R,14aS,15S,20S,23S,25aS)-20-((R)-3-Amino-1-hydroxy-3-oxopropyl)-23-((1S,2S)-1,2-dihydroxy-2-(4-hydroxyphenyl)ethyl)-2,11,12,15-tetrahydroxy-6-((R)-1-hydroxyethyl)-5,8,14,19,22,25-hexaoxotetracosahydro-1H-dipyrrolo[2,1-c:2',1'-l][1,4,7,10,13,16]hexaazacyclohenicosin-9-yl)-10,12-dimethyltetradecanamide
  • CHEMBL269311
  • (10R,12S)-N-((2R,6S,9S,11R,12R,14aS,15S,20S,23S,25aS)-20-((R)-3-Amino-1-hydroxy-3-oxopropyl)-23-((1S,2S)-1,2-dihydroxy-2-(4-hydroxyphenyl)ethyl)-2,11,12,15-tetrahydroxy-6-((R)-1-hydroxyethyl)-5,8,14,19,22,25-hexaoxotetracosahydro-1H-dipyrrolo[2,1-c:2',1'-l][1,4,7,10,13,16]hexaazacyclohenicosin-9-yl)-10,12-dimethyltetradecanamide
  • Novocontin B0
  • Newmokangding B0
  • Caspofungin C0 control
  • Carpofungin B0
  • 135575-42-7
  • C50H80N8O17
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  • Chiral Reagents
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
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  • 135575-42-7