SF2312 ammonium 

SF2312 ammonium is a phosphonate Antibiotic and Enolase inhibitor, with an IC₅₀ of 18.4 nM against E. coli enolase. SF2312 ammonium reduces intracellular ATP levels and inhibits glycolytic flux. SF2312 ammonium exhibits activity against both Gram-positive and Gram-negative bacteria, and exerts synergistic effects against E. coli when combined with Fosfomycin (HY-B1075A). SF2312 ammonium shows selective toxicity toward gliomas with ENO1 gene knockout. SF2312 ammonium can be used in research related to bacterial infections and gliomas^[1][2][3].

SF2312 (2 nM-20 μM; 5 min preincubation) ammonium potently inhibits purified recombinant E. coli enolase with an IC₅₀ of 18.4 nM and a K_i of 3.4 nM^[1].
SF2312 (0.2-300 μg/mL) ammonium exhibits antibacterial activity against E. coli and S. aureus, with improved potency (MICs of 100 μg/mL and 20 μg/mL, respectively) when cultures are supplemented with glucose-6-phosphate, while activity against P. aeruginosa and A. baumannii is not enhanced by glucose-6-phosphate^[1].
SF2312 (0.05-100 μg/mL) ammonium acts synergistically with fosfomycin against E. coli ATCC 25922, reducing the MIC of SF2312 by up to 16-fold and yielding an FIC index ≤0.5^[1].
SF2312 (low μM to >200 μM; 2 weeks) ammonium selectively inhibits the proliferation of ENO1-deleted D423 and Gli56 glioma cells, with potent activity in the low μM range under normoxia, and SF2312 (>6.25 μM; 72 hours) causes eradication of ENO1-deleted D423 cells under hypoxia, while ENO1-rescued cells are resistant until concentrations exceed 200 μM^[3].
SF2312 (12.5-400 μM; ≥24 hours) ammonium selectively induces cell death in ENO1-deleted D423 glioma cells starting at 12.5 μM, whereas ENO1-rescued D423 cells only undergo cell death at 400 μM^[3].
SF2312 (10 μM; 4 days) ammonium selectively inhibits glycolytic flux in ENO1-deleted D423 and Gli56 glioma cells, with 10 μM causing near-complete inhibition of glucose-to-lactate conversion after 4 days, while ENO1-rescued cells show no such inhibition^[3].

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

214.11

C₄H₁₁N₂O₆P

Solid

White to off-white

O=C1N(C(CC1P(O)(O)=O)O)O.N

Room temperature in continental US; may vary elsewhere.

-20°C, protect from light, stored under nitrogen

*In solvent : -80°C, 6 months; -20°C, 1 month (protect from light, stored under nitrogen)

* 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 (protect from light, stored under nitrogen). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.

• [1]. Krucinska J, et al. Functional and structural basis of E. coli enolase inhibition by SF2312: a mimic of the carbanion intermediate. Sci Rep. 2019;9(1):17106. Published 2019 Nov 19.

  [2]. Milanes JE, et al. Enolase inhibitors as therapeutic leads for Naegleria fowleri infection. PLoS Pathog. 2024;20(8):e1012412. Published 2024 Aug 1.  [Content Brief]

  [3]. Leonard PG, et al. SF2312 is a natural phosphonate inhibitor of enolase. Nat Chem Biol. 2016;12(12):1053-1058.  [Content Brief]