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A8456

Sigma-Aldrich

4-(2-Aminoethyl)benzenesulfonyl fluoride hydrochloride

≥97.0% (HPLC)

Synonym(s):

AEBSF

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About This Item

Empirical Formula (Hill Notation):
C8H10FNO2S · HCl
CAS Number:
30827-99-7
Molecular Weight:
239.69
Beilstein:
7604627
MDL number:
MFCD00132962
UNSPSC Code:
12352202
PubChem Substance ID:
24278240
NACRES:
NA.77

biological source

synthetic (organic)

Quality Level

300

Assay

≥97.0% (HPLC)

form

powder

mp

183-191  °C

solubility

H2O: 50 mg/mL

storage temp.

−20°C

SMILES string

FS(C1=CC=C(CCN)C=C1)(=O)=O.[H]Cl

InChI

1S/C8H10FNO2S.ClH/c9-13(11,12)8-3-1-7(2-4-8)5-6-10;/h1-4H,5-6,10H2;1H

InChI key

WRDABNWSWOHGMS-UHFFFAOYSA-N

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General description

stable for up to six months if stored refrigerated at a pH of less than 7. If a pH of greater than 7 is required, pH adjustment should be made just prior to use.

Application

4-(2-Aminoethyl)benzenesulfonyl fluoride hydrochloride (AEBSF) has been used:
  • as a protease inhibitor in plasma samples to prevent acylated ghrelin (AG) degradation
  • as a snake venom serine proteinase (SVSP) inhibitor in SVSP inhibition or AEBSF assay to test the involvement of SVSPs on the fibrinogen-clotting activity
  • as a component in NP-40 lysis buffer to resuspend cell pellets for preparing cell lysates

Recommended concentrations for use are 0.1-1 mM.

Biochem/physiol Actions

AEBSF can inhibit acetylcholinesterase (AChE).
4-(2-Aminoethyl)benzenesulfonyl fluoride hydrochloride (AEBSF) is an irreversible serine protease inhibitor. Inhibition constants are similar to those of phenylmethanesulfonyl fluoride (PMSF) and diisopropylfluorophosphate (DFP). AEBSF has been shown to inhibit trypsin, chymotrypsin, plasmin kallikrein, and thrombin. As an alternative to PMSF and DFP, AEBSF offers lower toxicity, improved solubility in water, and improved stability in aqueous solutions. AEBSF can be used in cell culture in concentrations of up to 0.25 mM.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1A

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number

Sorry, we don't have COAs for this product available online at this time.

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. In what solvents is Product A8456, 4-(2-Aminoethyl)benzenesulfonyl fluoride hydrochloride, soluble?

    It is highly soluble in water and in DMSO, at 50 mg/mL (approximately 200 mM), yielding a clear colorless solution. AEBSF may be used in cell culture medium at concentrations up to 0.25 mM.  

  4. How stable is Product A8456, 4-(2-Aminoethyl)benzenesulfonyl fluoride hydrochloride, in solution?

    Solutions in water are slightly acidic and retain inhibitory activity for up to six months when stored refrigerated. Solutions at pHs above 7 are less stable.  Stock solutions should be stored at a pH less than 7. If a final pH of greater than 7 is required, the pH adjustment should be done shortly before use.

  5. What is the recommended working concentration for Product A8456, 4-(2-Aminoethyl)benzenesulfonyl fluoride hydrochloride?

    Our recommended working concentration range is 0.1 mM to 1 mM; the optimal concentration will depend on the application.

  6. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  7. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  8. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

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