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HOME> Products> Natural and Chemical compound> Enzyme inhibitor> Plipastatin A1 [CAS: 103651-09-8]

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 infection⁸⁾.
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
Specification
Application Note
References

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 confusion⁴⁾.
Plipastatins are classified as cyclic lipopeptides (lipid-linked peptides), of which the following four are representative, and many other homologues have been reported.

Structure of Plipastatin A and B

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Specification

CAS#	103651-09-8
Molecular Formula	C₇₂H₁₁₀N₁₂O₂₀
Molecular Weight	1,463.736
Source	Bacillus sp.
Purity	>90% (HPLC)
Solubility	Soluble 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) respectively¹⁾.
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 plants⁸⁾.
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 cycle⁹⁾.
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 energy¹⁰⁾.

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References

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

[Date : May 06 2024 00:05]

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

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

[Date : May 06 2024 00:05]

Plipastatin A1, Phospholipase Inhibitor

DatasheetThis may not be the latest data sheet.

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

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

Contact

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