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Cyclic Lipopeptide with antifungal and antitumor activities Iturin A-2 [CAS: 83785-07-3]

Date:June 13 2025Web Page No:520085

The bacteria in the genus Bacillus used in biological control of plant disease have been reported producing cyclic lipopeptides such as surfactin, plipastatins and iturins.1)
It was reported that inturin A was isolated from Bacillus subtilis and was as a cyclic lipopeptide mixture harboring antifungal activity in 1965.2) This compound was reported to show the control of damping-off of tomato (a seedling disease)4) and antitumor activity to breast cancer cells.5)
As this product from Institute of Microbial Chemistry (Bikaken) contains few of other analogues, it is useful tools for pharmacological activity, and also for standards of HPLC and other qualitative assays.
Iturin A2-Structure

Structure of Iturin A-2 (#15171)


Specification

CAS#83785-07-3
Molecular FormulaC48H74N12O14
Molecular Weight 1,043.190
Purity>90% (HPLC)
SolubilitySoluble in MeOH, DMSO, and DMF

Insoluble in H2O

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Application Note

  • Iturin A suppressed damping-off of tomato (a seeding disease) caused by Rhizoctonia solani.4)
  • Iturin A-2 showed cytotoxicity to human breast cancer cell line BT-474 and some other cells, IC50: HeLa (77.50ug/ml), MCF-7 (66.81 ug/ml).5)
  • Pharmacophore mapping studies suggested that the angiotensin-converting enzyme 2 (ACE2) as one of the potential targets of iturin A-2.6)
  • Iturin A-2 and several lipopeptides showed better docking scores than remdesivir triphosphate with lower binding energies on the docking studies. This finding indicates that these lipopeptides may bind to SARS-CoV-2 nsp12 (RNA-dependent RNA polymerase) efficiently.7)

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Reference

  1. Cawoy, H., et al., Pesticides in the Modern World - Pesticides Use and Management, Chapter 13, (2011), Edited by Stoytcheva, M., IntechOpen. [DOI:10.5772/17184]
  2. Delcambe, L., et al., Bull. Soc. Chim. Belg., 74 (7-8), 315~328 (1965). [DOI:10.1002/bscb.19650740704]
  3. Isogai, A., et al., Tetrahedron Lett., 23 (30), 3065~3068 (1982). [DOI:10.1016/S0040-4039(00)87534-6]
  4. Asaka, O. and Shoda, M., Appl. Environ. Microbiol., 62 (11), 4081~4085 (1996). [PMID:16535440]
  5. Jiang, J., et al., Int. J. Pept. Res. Ther., 27, 2135~2147 (2021). [PMID:10.1007/s10989-021-10241-9]
  6. Yadav, M. and Eswari, J.S., Avicenna J. Med. Biotechnol., 14 (1), 70~78 (2022). [PMID:35509362]
  7. Xia, B., et al., Biomed. J., 44 (6) Supplement1, S15~S24 (2021). [PMID:34871815]

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[Date : July 15 2025 00:07]

Detail Product Name Product Code Supplier Size Price
Iturin A-2, Antifungal Antitumor
DatasheetThis may not be the latest data sheet.
15171 IMCInstitute of Microbial Chemistry 1 mg $500

Description M.W.: 1,043.190 Purity : >90% (HPLC) Molecular Formula : C48H74N12O14 Solubility : Soluble in MeOH, DMSO, and DMF Insoluble in H2O. Iturin A-2 is a cyclic polypeptide with antifungal activity. It was reported that the bioactive compound showed suppression of damping-off of tomato (a seeding disease) and cytotoxicity to human breast cancer cell line BT-474. Pharmacophore mapping studies suggested that the angiotensin-converting enzyme 2 (ACE2) as one of the potential targets of iturin A-2. This finding indicates that these lipopeptides may bind to SARS-CoV-2 nsp12 (RNA-dependent RNA polymerase) efficiently.
Storage -20°C CAS 83785-07-3
Link

Bioactive Compounds

[Date : July 15 2025 00:07]

Iturin A-2, Antifungal Antitumor


  • Product Code: 15171
  • Supplier: IMC
  • Size: 1mg
  • Price: $500

Description M.W.: 1,043.190 Purity : >90% (HPLC) Molecular Formula : C48H74N12O14 Solubility : Soluble in MeOH, DMSO, and DMF Insoluble in H2O. Iturin A-2 is a cyclic polypeptide with antifungal activity. It was reported that the bioactive compound showed suppression of damping-off of tomato (a seeding disease) and cytotoxicity to human breast cancer cell line BT-474. Pharmacophore mapping studies suggested that the angiotensin-converting enzyme 2 (ACE2) as one of the potential targets of iturin A-2. This finding indicates that these lipopeptides may bind to SARS-CoV-2 nsp12 (RNA-dependent RNA polymerase) efficiently.
Storage -20°C CAS 83785-07-3
Link

Bioactive Compounds


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