For research use only. Not for therapeutic Use.
Leucinostatin A(Cat No.:R002707)is a cyclic peptide antibiotic with potent antifungal, antiprotozoal, and cytotoxic properties. Isolated from Paecilomyces lilacinus, it disrupts cellular energy production by inhibiting mitochondrial ATP synthesis, making it effective against a variety of pathogens, including Candida albicans and Plasmodium falciparum. Its unique structure, comprising non-standard amino acids and a lipid tail, contributes to its high biological activity. Leucinostatin A is also a focus of cancer research for its ability to induce apoptosis in tumor cells. Ongoing studies explore its therapeutic potential and mechanisms of action in diverse applications.
Catalog Number | R002707 |
CAS Number | 76600-38-9 |
Molecular Formula | C62H111N11O13 |
Purity | ≥95% |
Target | Fungal |
Storage | -20°C |
IUPAC Name | N-[1-[[1-[[1-[[1-[[1-[[1-[[1-[[3-[1-(dimethylamino)propan-2-ylamino]-3-oxopropyl]amino]-2-methyl-1-oxopropan-2-yl]amino]-2-methyl-1-oxopropan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-2-methyl-1-oxopropan-2-yl]amino]-3-hydroxy-4-methyl-1-oxopentan-2-yl]amino]-6-hydroxy-4-methyl-1,8-dioxodecan-2-yl]-4-methyl-1-[(E)-4-methylhex-2-enoyl]pyrrolidine-2-carboxamide |
InChI | InChI=1S/C62H111N11O13/c1-21-38(9)23-24-49(77)73-33-40(11)31-47(73)55(82)66-46(30-39(10)29-43(75)32-42(74)22-2)53(80)68-50(51(78)37(7)8)56(83)70-61(15,16)58(85)67-44(27-35(3)4)52(79)65-45(28-36(5)6)54(81)69-62(17,18)59(86)71-60(13,14)57(84)63-26-25-48(76)64-41(12)34-72(19)20/h23-24,35-41,43-47,50-51,75,78H,21-22,25-34H2,1-20H3,(H,63,84)(H,64,76)(H,65,79)(H,66,82)(H,67,85)(H,68,80)(H,69,81)(H,70,83)(H,71,86)/b24-23+ |
InChIKey | FOAIGCPESMNWQP-WCWDXBQESA-N |
SMILES | CCC(C)/C=C/C(=O)N1CC(CC1C(=O)NC(CC(C)CC(CC(=O)CC)O)C(=O)NC(C(C(C)C)O)C(=O)NC(C)(C)C(=O)NC(CC(C)C)C(=O)NC(CC(C)C)C(=O)NC(C)(C)C(=O)NC(C)(C)C(=O)NCCC(=O)NC(C)CN(C)C)C |
Reference | A new antibiotic, leucinostatin, derived from Penicillium lilacinum. Arai T. et al. J. Antibiot. 1973, 26, 157.<br/><br/> Isolation of leucinostatin A and one of its constituents, the new amino acid, 4-methyl-6-(2-oxobutyl)-2-piperidinecarboxylic acid, from Paecilomyces lilacinus A-267. Mori Y. et al. J. Antibiot. 1982, 35, 543.<br/><br/>Dual inhibitory effects of the peptide antibiotics leucinostatins on oxidative phosphorylation in mitochondria. Shima A. et al. Cell Struct. Funct. 1990, 15, 53.<br/><br/>Leucinostatin A inhibits prostate cancer growth through reduction of insulin-like growth factor-I expression in prostate stromal cells. Kawada M. et al. Int. J. Cancer 2010, 126, 810.</span></p> |