Obafluorin 

Obafluorin is a β-lactone antibiotic. Obafluorin inhibits threonyl-tRNA synthetase (PfThrRS) with an IC₅₀ of 4.3 nM. Obafluorin inhibits the aminoacylation activity of EcThrRS and ObaO. Obafluorin exhibits Fe³⁺-enhanced antibacterial activity. Obafluorin can be used in studies related to infections caused by bacterial and parasites such as Plasmodium^[1][2].

Obafluorin (Compound 1) (16-18 h) inhibits the growth of B. subtilis (MIC 4 μg/mL), MRSA (MIC 2 μg/mL), E. coli ATCC 25922 (MIC 256 μg/mL) and E. coli NR698 (MIC 4 μg/mL) in the spot lawn antimicrobial assay^[1].
Obafluorin (0-5000 nM; 10 min preincubation, up to 10 min reaction) inhibits the aminoacylation activity of purified EcThrRS and ObaO, with IC₅₀ values of 92 nM and 50 nM, respectively^[1].
Obafluorin (0-5000 nM; 10 min preincubation; 10 min assay incubation) potently inhibits EcThrRS and PfThrRS in vitro, with IC₅₀ values of 35 nM and 4.3 nM, respectively^[2].
The antibacterial activity of Obafluorin (16-18 h; 2 mM Fe³⁺ added to agar) is significantly enhanced in the presence of Fe³⁺: the MIC against E. coli ATCC 25922 decreases by ≥256-fold, the MIC against P. aeruginosa PA01 decreases by ≥128-fold, and the MIC against MRSA decreases by 8-fold^[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

358.30

C₁₇H₁₄N₂O₇

92121-68-1

Solid

Light yellow to yellow

O=C(C(C=CC=C1O)=C1O)N[C@H](C2=O)[C@H](O2)CC(C=C3)=CC=C3[N+]([O-])=O

Room temperature in continental US; may vary elsewhere.

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

• [1]. Scott TA, et al. Immunity-Guided Identification of Threonyl-tRNA Synthetase as the Molecular Target of Obafluorin, a β-Lactone Antibiotic. ACS Chem Biol. 2019;14(12):2663-2671.  [Content Brief]

  [2]. Batey SFD, et al. The catechol moiety of obafluorin is essential for antibacterial activity. RSC Chem Biol. 2023;4(11):926-941. Published 2023 Aug 21.