| Field | Specification |
|---|---|
| Applications | |
| Molecular weight | |
| Molecular formula | C4H11N2O6P |
| Purity | |
| SMILES | |
| Form | Solid |
| Storage | |
| Shipping | |
| Catalog no. (Mfr.) | |
| Main SKU |
Compound Overview
SF2312 ammonium is a phosphonate antibiotic and enolase inhibitor that blocks E. coli enolase with an IC50 of 18.4 nM, lowering intracellular ATP levels and glycolytic flux. It is active against both Gram-positive and Gram-negative bacteria and acts synergistically with fosfomycin against E. coli, while also showing selective toxicity toward gliomas that carry an ENO1 gene knockout[1][2][3]. It is supplied as a white to off-white solid (C4H11N2O6P, MW 214.11) at 98.0% purity.
Physical & Chemical Properties
| Molecular Formula | C4H11N2O6P |
|---|---|
| Molecular Weight | 214.11 g/mol |
| Purity | 98.0% |
| Appearance | Solid |
| Color | White to off-white |
| SMILES | O=C1N(C(CC1P(O)(O)=O)O)O.N |
| Signaling Pathway | Metabolic Enzyme/Protease; Anti-infection; Membrane Transporter/Ion Channel |
| Solubility | In Vitro: H2O: ≥ 30 mg/mL (140.11 mM) * "≥" means soluble, but saturation unknown. |
| Storage | -20°C, protect from light, stored under nitrogen. In solvent: -80°C, 6 months; -20°C, 1 month (protect from light, stored under nitrogen). |
| Shipping | Room temperature in continental US; may vary elsewhere. |
Literature Cited
Sources cited in this description and in the In Vitro & In Vivo Data tab. Peer-reviewed publications that used this product are listed under References.
Safety
For Research Use Only. Not for use in diagnostic or therapeutic procedures, and not for human or veterinary use. Handle in accordance with the Safety Data Sheet and your institution's chemical hygiene plan.
In Vitro
| Solvent | Solubility | Notes |
|---|---|---|
| H2O | ≥ 30 mg/mL (140.11 mM) | — |
Aliquot the stock solution and store it at -80°C (up to 6 months) or -20°C (up to 1 month); protect from light, stored under nitrogen; avoid repeated freeze-thaw cycles.
If water is used as the stock solvent, dilute to the working solution and sterilize it through a 0.22 μm filter before use.
Data provided by the manufacturer.
In Vitro
Purified recombinant E. coli enolase is potently inhibited by SF2312 ammonium (2 nM-20 μM; 5 min preincubation), (IC50, 18.4 nM; Ki, 3.4 nM)[1]. Against E. coli and S. aureus, SF2312 ammonium (0.2-300 μg/mL) shows antibacterial activity, and potency improves with glucose-6-phosphate supplementation of the cultures (MICs of 100 μg/mL and 20 μg/mL, respectively); for P. aeruginosa and A. baumannii, glucose-6-phosphate does not enhance activity[1]. Combined with fosfomycin, SF2312 ammonium (0.05-100 μg/mL) acts synergistically against E. coli ATCC 25922, lowering the MIC of SF2312 by up to 16-fold and giving an FIC index ≤0.5[1]. SF2312 ammonium (low μM to >200 μM; 2 weeks) selectively blocks proliferation of ENO1-deleted D423 and Gli56 glioma cells, potently so in the low μM range under normoxia; SF2312 (>6.25 μM; 72 hours) eradicates ENO1-deleted D423 cells under hypoxia, whereas ENO1-rescued cells stay resistant until concentrations exceed 200 μM[3]. In ENO1-deleted D423 glioma cells, SF2312 ammonium (12.5-400 μM; ≥24 hours) selectively induces cell death from 12.5 μM, while ENO1-rescued D423 cells undergo cell death only at 400 μM[3]. SF2312 ammonium (10 μM; 4 days) selectively inhibits glycolytic flux in ENO1-deleted D423 and Gli56 glioma cells; 10 μM gives near-complete inhibition of glucose-to-lactate conversion after 4 days, and ENO1-rescued cells show no such inhibition[3].
Cell Proliferation Assay[3]
| Cell Line | ENO1-deleted D423 glioma cells, isogenic ENO1-rescued D423 glioma cells, isogenic ENO2-overexpressing D423 glioma cells, ENO1-deleted Gli56 glioma cells |
|---|---|
| Concentration | 6.25-400 μM (hypoxia); low μM to >200 μM (normoxia) |
| Incubation Time | 72 h (hypoxia); 2 weeks (normoxia) |
| Result | Inhibited proliferation of ENO1-deleted D423 glioma cells in the low μM range over 2 weeks, while isogenic ENO1-rescued D423 cells only showed proliferation inhibition at concentrations above 200 μM. Isogenic ENO2-overexpressing D423 cells were more sensitive than ENO1-rescued cells but far more resistant than parental ENO1-deleted D423 cells. Under hypoxia (72-hour treatment), ENO1-deleted D423 cells were essentially eradicated at SF2312 concentrations >6.25 μM, while normoxic treatment at 100 μM did not cause eradication over the same timeframe. Showed selective proliferation inhibition against ENO1-deleted Gli56 glioma cells relative to ENO1-intact controls. |
Data provided by the manufacturer. Numbered citations refer to the Literature Cited list in the product description.
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