WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H407440
CAS#: 30827-99-7 (HCl)
Description: AEBSF is a specific irreversible serine protease inhibitor. AEBSF inhibits the rat embryo implantation in vivo and interferes with cell adhesion in vitro. Both AEBSF and PMSF are sulfonyl fluorides and are sulfonylating agents. Sulfonyl fluorides act by reacting with the hydroxy group of the active site serine residue to form a sulfonyl enzyme derivative. This derivative may be stable for long periods of time except at high pH.
Hodoodo Cat#: H407440
Name: AEBSF HCl
CAS#: 30827-99-7 (HCl)
Chemical Formula: C8H11ClFNO2S
Exact Mass: 239.02
Molecular Weight: 239.689
Elemental Analysis: C, 40.09; H, 4.63; Cl, 14.79; F, 7.93; N, 5.84; O, 13.35; S, 13.38
Related CAS #: 34284-75-8 (free base) 30827-99-7 (HCl)
Synonym: AEBSF hydrochloride; AEBSF HCl.
IUPAC/Chemical Name: 4-(2-aminoethyl)benzenesulfonyl fluoride hydrochloride
InChi Key: WRDABNWSWOHGMS-UHFFFAOYSA-N
InChi Code: InChI=1S/C8H10FNO2S.ClH/c9-13(11,12)8-3-1-7(2-4-8)5-6-10;/h1-4H,5-6,10H2;1H
SMILES Code: O=S(C1=CC=C(CCN)C=C1)(F)=O.[H]Cl
Appearance: Solid powder
Purity: >98% (or refer to the Certificate of Analysis)
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility: Soluble in DMSO
Shelf Life: >2 years if stored properly
Drug Formulation: This drug may be formulated in DMSO
Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code: 2934.99.9001
More Info:
| Biological target: | AEBSF hydrochloride is an irreversible inhibitor of serine proteases, such as chymotrypsin, kallikrein, plasmin, thrombin, and trypsin. |
| In vitro activity: | To determine the anti-DENV effect of AEBSF in cells from different origins, A549 lung epithelial carcinoma cell line and EA.hy926 endothelial cell line were used in this experiment. The CC50 of AEBSF in A549 cells and EA.hy926 cells were 815.30 μM and 951.50 μM, respectively (data not shown). The Prestoblue assay result showed no cytotoxicity at the tested AEBSF concentrations of 50, 100 and 200 μM (Fig. 2A). Similar to the results observed in HepG2 cells, the results from the ELISA and FFU assays revealed the dose-dependent anti-DENV effect of AEBSF in A549 and EA.hy926 cells. Treatment with 200 μM of AEBSF effectuated a 56% and 28% reduction in intracellular DENV E protein in A549 and EA.hy926 cells, respectively (Fig. 2B). Consistent with those results, AEBSF treatment significantly inhibited virus production in both tested cell lines (Fig. 2C). Reference: Virus Res. 2019 Oct 2;271:197672. https://pubmed.ncbi.nlm.nih.gov/31386864/ |
| In vivo activity: | TBD |
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 74.7 | 311.49 | |
| DMF | 20.0 | 83.44 | |
| Ethanol | 30.0 | 125.16 | |
| PBS (pH 7.2) | 10.0 | 41.72 | |
| Water | 62.0 | 258.63 |
The following data is based on the product molecular weight 239.69 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 1.15 mL | 5.76 mL | 11.51 mL |
| 5 mM | 0.23 mL | 1.15 mL | 2.3 mL |
| 10 mM | 0.12 mL | 0.58 mL | 1.15 mL |
| 50 mM | 0.02 mL | 0.12 mL | 0.23 mL |
| Formulation protocol: | 1. Sreelatha L, Malakar S, Songprakhon P, Morchang A, Srisawat C, Noisakran S, Yenchitosomanus PT, Limjindaporn T. Serine protease inhibitor AEBSF reduces dengue virus infection via decreased cholesterol synthesis. Virus Res. 2019 Oct 2;271:197672. doi: 10.1016/j.virusres.2019.197672. Epub 2019 Aug 3. PMID: 31386864. 2. Van der Gucht W, Leemans A, De Schryver M, Heykers A, Caljon G, Maes L, Cos P, Delputte PL. Respiratory syncytial virus (RSV) entry is inhibited by serine protease inhibitor AEBSF when present during an early stage of infection. Virol J. 2017 Aug 17;14(1):157. doi: 10.1186/s12985-017-0824-3. PMID: 28818113; PMCID: PMC5561636. 3. Jiang YH, Shi Y, He YP, Du J, Li RS, Shi HJ, Sun ZG, Wang J. Serine protease inhibitor 4-(2-aminoethyl)benzenesulfonyl fluoride hydrochloride (AEBSF) inhibits the rat embryo implantation in vivo and interferes with cell adhesion in vitro. Contraception. 2011 Dec;84(6):642-8. doi: 10.1016/j.contraception.2011.03.017. Epub 2011 May 8. PMID: 22078196. |
| In vitro protocol: | 1. Sreelatha L, Malakar S, Songprakhon P, Morchang A, Srisawat C, Noisakran S, Yenchitosomanus PT, Limjindaporn T. Serine protease inhibitor AEBSF reduces dengue virus infection via decreased cholesterol synthesis. Virus Res. 2019 Oct 2;271:197672. doi: 10.1016/j.virusres.2019.197672. Epub 2019 Aug 3. PMID: 31386864. 2. Van der Gucht W, Leemans A, De Schryver M, Heykers A, Caljon G, Maes L, Cos P, Delputte PL. Respiratory syncytial virus (RSV) entry is inhibited by serine protease inhibitor AEBSF when present during an early stage of infection. Virol J. 2017 Aug 17;14(1):157. doi: 10.1186/s12985-017-0824-3. PMID: 28818113; PMCID: PMC5561636. |
| In vivo protocol: | 1. Jiang YH, Shi Y, He YP, Du J, Li RS, Shi HJ, Sun ZG, Wang J. Serine protease inhibitor 4-(2-aminoethyl)benzenesulfonyl fluoride hydrochloride (AEBSF) inhibits the rat embryo implantation in vivo and interferes with cell adhesion in vitro. Contraception. 2011 Dec;84(6):642-8. doi: 10.1016/j.contraception.2011.03.017. Epub 2011 May 8. PMID: 22078196. |
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