Pseudomonic Acid

Pseudomonic acid is an antibiotic and bacterial metabolite that has been found in P. fluorescens. It is bacteriostatic against S. aureus (MIC = 0.05 µg/ml) and active against skin wound clinical isolates of methicillin-resistant S. aureus (MRSA, MICs = 1-4 µg/ml). Pseudomonic acid inhibits MRSA and P. aeruginosa biofilm formation in vitro. It inhibits bacterial cell wall isoleucyl-tRNA synthetase, slowing bacterial growth. Topical administration of pseudomonic acid (2% v/v) reduces the number of wound colony forming units (CFUs) in a mouse model of MRSA skin infection.Formal Name: 5,9-anhydro-2,3,4,8-tetradeoxy-8-[[(2S,3S)-3-[(1S,2S)-2-hydroxy-1-methylpropyl]oxiranyl]methyl]-3-methyl-L-talo-non-2E-enonic acid, 8-carboxyoctyl ester. CAS Number: 12650-69-0. Synonyms: BRL 4910A. Molecular Formula: C26H44O9. Formula Weight: 500.6. Purity: >95%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 30 mg/ml, DMSO: 30 mg/ml, Ethanol: 30 mg/ml, Ethanol:PBS (pH 7.2) (1:4): 0.2 mg/ml. lambdamax: 221 nm. SMILES: C/C(C[C@@H]1OC[C@]([H])(C[C@@H]2O[C@@]2([H])[C@@H](C)[C@@H](O)C)[C@@H](O)[C@H]1O)=C\C(OCCCCCCCCC(O)=O)=O. InChi Code: InChI=1S/C26H44O9/c1-16(13-23(30)33-11-9-7-5-4-6-8-10-22(28)29)12-20-25(32)24(31)19(15-34-20)14-21-26(35-21)17(2)18(3)27/h13,17-21,24-27,31-32H,4-12,14-15H2,1-3H3,(H,28,29)/b16-13+/t17-,18-,19-,20-,21-,24+,25-,26-/m0/s1. InChi Key: MINDHVHHQZYEEK-HBBNESRFSA-N. Origin: Fermentation (species not specified).