SF2312
Based on 1 Customer Validation
SF2312 is a phosphonate Antibiotic and Enolase inhibitor, with an IC50 of 18.4 nM against E. coli enolase. SF2312 reduces intracellular ATP levels and inhibits glycolytic flux. SF2312 exhibits activity against both Gram-positive and Gram-negative bacteria, and exerts synergistic effects against E. coli when combined with Fosfomycin (HY-B1075A). SF2312 shows selective toxicity toward gliomas with ENO1 gene knockout. SF2312 can be used in research related to bacterial infections and gliomas.
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- Pureté: 95.0%
- CAS No.: 107729-45-3
- Formule: C4H8NO6P
- Masse moléculaire:197.08
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Stockage:Pure form -20°C, 3 years , 4°C, 2 years ; In solvent -80°C, 6 months , -20°C, 1 month
To place orders, for customer services and technical support, please contact: MedChemExpress USA
Tel: 609-228-6898 E-mail: [email protected] [email protected]
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Activité biologique
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Chemical Information
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Solvant et solubilité
- Pureté et documentation
- Références
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Help & FAQs
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Activité biologique
Description
In Vitro
SF2312 (2 nM-20 μM; 5 min preincubation) potently inhibits purified recombinant E. coli enolase with an IC50 of 18.4 nM and a Ki of 3.4 nM[1].
SF2312 (0.2-300 μg/mL) 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) 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) 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) 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) 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.
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Cell Line:ENO1-deleted D423 glioma cells, isogenic ENO1-rescued D423 glioma cells, isogenic ENO2-overexpressing D423 glioma cells, ENO1-deleted Gli56 glioma cells
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Concentration:6.25-400 μM (hypoxia); low μM to >200 μM (normoxia)
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Incubation Time:72 h (hypoxia); 2 weeks (normoxia)
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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.
Chemical Information
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CAS No. 107729-45-3
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Appearance Oil
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Masse moléculaire 197.08
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Formule C4H8NO6P
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Color Light yellow to yellow
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SMILES
O=C1N(C(CC1P(O)(O)=O)O)O
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Structure Classification
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Initial Source
Micromonospora sp.
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Livraison
Room temperature in continental US; may vary elsewhere.
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Stockage
Pure form -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Solvant et solubilité
In Vitro:
H2O : 125 mg/mL (634.26 mM; Need ultrasonic)
DMSO : 10 mg/mL (50.74 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
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.
* 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.
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.
* 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.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Pureté et documentation
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Fiche technique (288 KB)
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SDS (614 KB)
- English - EN (614 KB)
- Français - FR (614 KB)
- Deutsch - DE (614 KB)
- Norwegian - NO (614 KB)
- Español - ES (614 KB)
- Swedish - SV (614 KB)
- Italian - IT (614 KB)
- Korean - KR (614 KB)
- Portuguese - PT (614 KB)
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Instruction de manipulation (2659 KB)
Références
[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. [Content Brief]
[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]
Complete Stock Solution Preparation Table
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.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
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| DMSO / H2O | 1 mM | 5.0741 mL | 25.3704 mL | 50.7408 mL | 126.8520 mL |
| 5 mM | 1.0148 mL | 5.0741 mL | 10.1482 mL | 25.3704 mL | |
| 10 mM | 0.5074 mL | 2.5370 mL | 5.0741 mL | 12.6852 mL | |
| 15 mM | 0.3383 mL | 1.6914 mL | 3.3827 mL | 8.4568 mL | |
| 20 mM | 0.2537 mL | 1.2685 mL | 2.5370 mL | 6.3426 mL | |
| 25 mM | 0.2030 mL | 1.0148 mL | 2.0296 mL | 5.0741 mL | |
| 30 mM | 0.1691 mL | 0.8457 mL | 1.6914 mL | 4.2284 mL | |
| 40 mM | 0.1269 mL | 0.6343 mL | 1.2685 mL | 3.1713 mL | |
| 50 mM | 0.1015 mL | 0.5074 mL | 1.0148 mL | 2.5370 mL | |
| H2O | 60 mM | 0.0846 mL | 0.4228 mL | 0.8457 mL | 2.1142 mL |
| 80 mM | 0.0634 mL | 0.3171 mL | 0.6343 mL | 1.5857 mL | |
| 100 mM | 0.0507 mL | 0.2537 mL | 0.5074 mL | 1.2685 mL |
* 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.
SF2312 Related Classifications
HY-117778 Related Classifications
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