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Phospholipase A2 Inhibitor Plipastatin A1 [CAS: 103651-09-8]

Date:September 28 2023Web Page No:520064

Plipastatin A1 (Fengycin Ⅸ), cyclic lipopeptide, was isolated as an inhibitor of phospholipase A2 from Bacillus cereus in 1986 by Umezawa et al. at Institute of Microbial Chemistry 1-3). It has also been reported that Plipastatin A1 is a signaling molecule that induces induced-systemic-resistance (ISR), a defense mechanism that plants possess against infection 8).
Plipastatin A1 from Institute of Microbial Chemistry is almost free of other homologues, making it useful for pharmacological activity studies and reference product for qualitative analysis such as HPLC.

The name and structure of Plipastatin A1

The structural similarity of Plipastatin A1 to Fengycin Ⅸ, which was isolated by Jung et al. in 1986, the same year as Umezawa et al. However, in 2012, Homma and Hashimoto's group reported that the two compounds are identical, finally putting an end to the long-standing confusion 4).
Plipastatins are classified as cyclic lipopeptides (lipid-linked peptides), of which the following four are representative, and many other homologues have been reported.

Plipastatin A & B Structure

Structure of Plipastatin A and B


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Specification

CAS#103651-09-8
Molecular FormulaC72H110N12O20
Molecular Weight1,463.736
SourceBacillus sp.
Purity>90% (HPLC)
SolubilitySoluble in H2O, MeOH and DMSO
Insoluble in acetone, ethyl acetate

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Application Note

  • Plipastatin A1 showed the inhibitory activity on phospholipase A2 (IC50: 2.9 μM), C (IC50: 1.3μM) and D (IC50: 1.4 μM) respectively 1).
  • Very low acute toxicity in mice (LD50: 250-500 mg/kg) 1)
  • Plipastatins were reported to exhibit antibacterial (L. monocytogenes, S. aureus, Salmonella typhimurium) and antifungal (Fusarium oxysporum and Pythium ultimum) activity, causing distortion of the cell membrane and formation of plasma membrane pores, and ultimately cell death 5-7).
  • The combination of surfactin and plipastatins led to induced-systemic-resistance (ISR) in tomato and bean plants 8).
  • It was suggested that plipastatins may inhibit the development and progression of colon cancer by targeting the Bax / Bcl-2 pathway and participating in apoptosis and the cell cycle 9).
  • Docking simulation results were reported in which plipastatin A1 bound to the target site of nsp12 (RNA-dependent RNA polymerase of SARS-CoV-2) with low binding energy 10).

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References

  1. Umezawa, H., et al., J. Antibiotics, 39 (6), 737-744 (1986). [PMID:3089997]
  2. Nishikiori, T., et al., J. Antibiotics, 39 (6), 745-754 (1986). [PMID:3089998]
  3. Nishikiori, T., et al., J. Antibiotics, 39 (6), 755-761 (1986). [PMID:3089999]
  4. Honma, M., et al., Bioorg. Med. Chem., 20 (12), 3793-3798 (2012). [PMID:22609073]
  5. Gao, L., et al., Antonie van Leeuwenhoek, 110 (8), 1007-1018 (2017). [PMID:28477175]
  6. Jeong, D.E., et al., J. Microbiol. Biotechnol., 28 (6), 1030-1036 (2018). [PMID:29642284]
  7. Lin, L.Z., et al., Front. Microbiol., 11, 579621 (2020). [PMID:33391199]
  8. Ongena, M., et al., Environ. Microbiol., 9 (4), 1084-1090 (2007). [PMID:17359279]
  9. Cheng, W., et al., Neoplasma, 63 (2), 215-222 (2016). [PMID:26774143]
  10. Xia, B., et al., Biomed. J., 44 (6) Supplement1, S15-S24 (2021). [PMID:34871815]

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[Date : June 25 2024 00:08]

Detail Product Name Product Code Supplier Size Price
Plipastatin A1, Phospholipase Inhibitor
DatasheetThis may not be the latest data sheet.
15170 IMCInstitute of Microbial Chemistry 1 mg $500

Description
Storage -20°C CAS 103651-09-8
Link

Bioactive Compounds

[Date : June 25 2024 00:08]

Plipastatin A1, Phospholipase Inhibitor


  • Product Code: 15170
  • Supplier: IMC
  • Size: 1mg
  • Price: $500

Description
Storage -20°C CAS 103651-09-8
Link

Bioactive Compounds


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