Iturin A-2

Iturin A-2 is a cyclic lipopeptide that has been found in B. subtilis and has diverse biological activities. It is active against the plant pathogenic fungus P. expansum (MIC = 8 µg/disk). Iturin A-2 induces cytotoxicity in MCF-7 and BT474 breast cancer and HeLa cervical cancer cells (IC50s = 66.81, 95.04, and 77.5 µg/ml, respectively). It reduces southern corn leaf blight lesion area induced by B. maydis in greenhouse studies when applied at concentrations of 100 and 300 mg/kg AI and reduces the incidence of southern corn leaf blight in field studies at 300 and 500 mg/kg AI. Iturin A-2 (12.5 µg/ml) inhibits cell division, but not nuclear division, in isolated fertilized starfish eggs.Formal Name: cyclo[(3R)-3-aminotetradecanoyl-L-asparaginyl-D-tyrosyl-D-asparaginyl-L-glutaminyl-L-prolyl-D-asparaginyl-L-seryl]. CAS Number: 83785-07-3. Synonyms: C14 Iturin. Molecular Formula: C48H74N12O14. Formula Weight: 1043.2. Purity: >90%. Formulation: (Request formulation change), A solid. Solubility: DMF: Soluble, DMSO: Soluble, Methanol: Soluble. SMILES: O=C([C@@H](NC([C@H](NC([C@H](NC([C@@H](N1)CC(N)=O)=O)CC(C=C2)=CC=C2O)=O)CC(N)=O)=O)CCC(N)=O)N3CCC[C@@]3([H])C(N[C@@H](C(N[C@H](C(N[C@@H](CC1=O)CCCCCCCCCCC)=O)CO)=O)CC(N)=O)=O. InChi Code: InChI=1S/C48H74N12O14/c1-2-3-4-5-6-7-8-9-10-12-28-22-41(67)54-32(23-38(50)64)43(69)56-31(21-27-14-16-29(62)17-15-27)42(68)57-33(24-39(51)65)44(70)55-30(18-19-37(49)63)48(74)60-20-11-13-36(60)47(73)58-34(25-40(52)66)45(71)59-35(26-61)46(72)53-28/h14-17,28,30-36,61-62H,2-13,18-26H2,1H3,(H2,49,63)(H2,50,64)(H2,51,65)(H2,52,66)(H,53,72)(H,54,67)(H,55,70)(H,56,69)(H,57,68)(H,58,73)(H,59,71)/t28-,30+,31-,32+,33-,34-,35+,36+/m1/s1. InChi Key: HNAPWDKFUSLFFE-HRADWJPASA-N. Origin: Bacterium/Bacillus sp..