Ligand pefabloc

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Basic Ligand Information

Molecular Structure
Picture of pefabloc (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C8H10FNO2S
pefabloc
MGSKVZWGBWPBTF-UHFFFAOYSA-N
Synonyms:
4-(2-amino-ethyl)-benzolsulphonyl-fluoride, 4-(2-aminoethyl)-benzene-sulfonyl fluoride, 4-(2-aminoethyl)-benzenesulfonylfluoride, 4-(2-aminoethyl)-benzenesulfonyl fluoride, 4-(2-aminoethyl)-benzensulfonylfluoride, 4-(2-aminoethyl)benzene-sulfonyl fluoride, 4-(2-aminoethyl)benzenesulfonyl fluoride, 4-(2-aminoethyl)benzenesulfonylfluoride, 4-(2-aminoethyl) benzenesulfonylfluoride, 4-(2-aminoethyl) benzenesulfonyl fluoride, 4-(2-aminoethyl)benzenesulphonyl fluoride, 4-(2-aminoethyl benzene)sulfonyl fluoride, 4-[2-aminoethyl]benzensulfonyl fluoride, AEBSF, aminoethylbenzenesulfonylfluoride, Pefabloc-SC, pefablock, PefablocSC, Pefabloc SC

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
ATP + H2O + 4-(2-aminoethyl)benzenesulfonylfluoride/in = ADP + phosphate + 4-(2-aminoethyl)benzenesulfonylfluoride/out
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
ATP + H2O + 4-(2-aminoethyl)benzenesulfonylfluoride/in = ADP + phosphate + 4-(2-aminoethyl)benzenesulfonylfluoride/out
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
acetyl-CoA + 4-(2-aminoethyl)-benzenesulfonyl fluoride = CoA + ?
show the reaction diagram
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ATP + H2O + 4-(2-aminoethyl)benzenesulfonylfluoride/in = ADP + phosphate + 4-(2-aminoethyl)benzenesulfonylfluoride/out
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
ATP + H2O + 4-(2-aminoethyl)benzenesulfonylfluoride/in = ADP + phosphate + 4-(2-aminoethyl)benzenesulfonylfluoride/out
show the reaction diagram
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Activator in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
5 mM, 129% increase in activity
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Inhibitor in Enzyme-catalyzed Reactions (101 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
10 mM, 32% inhibition
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i.e. Pefabloc, complete inhibition of both enzyme activities at 0.05 mM
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selective Ser modifying reagent, complete inhibition
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complete inhibition at 10 mM of the activity in plasma
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pefabloc, inhibition of activity at 1 mM
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1 mM, 45% residual activity
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0.4 mM and 4 mM, complete inhibition of hydrolysis of beta-homoVal-beta-homoAla-beta-homoLeu
1 mM, 35% residual activity
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0.01 mM, 89% inhibition
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66% inhibition at 1 mM, 97% inhibition at 10 mM
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effectively inhibits both chymotrypsin A and B. At room temperature, at 1 mM concentration, 1.2% and 1.1% residual activity for chymotrypsin A and B, respectively
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17% inhibition by 1 mM; i.e. Pefabloc SC
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is an active-site-directed covalent inhibitor
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i.e. AEBSF, competitive
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protease inhibitor
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4-(2-aminoethyl)-benzenesulfonyl fluoride
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0.45 mM, 50% inhibition
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90% inhibition
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i.e. 4-(2-aminoethyl)-benzenesulphonyl fluoride
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AEBSF, 45.8% inhibition at 5 mM
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irreversible inhibition, soluble stable nontoxic alternative to phenylmethylsulfonyl fluoride
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87.8 residual activity at 1 mM
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1 mM, 82.3% residual proteolytic activity
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0.1 mM
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25% inhibition of hydrolysis of acetyl-norleucine-Leu-Pro-norleucine-Leu-Asp-7-amino-4-methylcoumarin, 22% inhibition of hydrolysis of acetyl-norleucine-GPLD-7-amido-4-methylcoumarin, 19% inhibition of hydrolysis of acetyl-GPLL-7-amido-4-methylcoumarin, 21% inhibition of hydrolysis of acetyl-Ala-Pro-norleucine-Leu-Leu-7-amido-4-methylcoumarin, 26% inhibition of hydrolysis of succinyl-LLVY-7-amido-4-methylcoumarin, 98% inhibition of hydrolysis of tert-butyloxycarbonyl-LRR-7-amino-4-methylcoumarin
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weak inhibition
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4 mM, 4% inactivation after 30 min and 12% inactivation after 120 min in 100 mM potassium phosphate buffer, pH 7.0
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flippase activity for 1-oleoyl-2-[6-(7-nitrol-2-1,3-benzonadiol-4-yl)amino]-sn-glycerophosphoethanolamine is inhibited by 72% at 5 mM 4-(2-aminoethyl)benzenesulfonyl fluoride, flippase activity for 1-oleoyl-2-[6-(7-nitrol-2-1,3-benzonadiol-4-yl)amino]-sn-glycerophosphocholine is inhibited by 75% at 5 mM 4-(2-aminoethyl)benzenesulfonyl fluoride
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3D Structure of Enzyme-Ligand-Complex (PDB) (10 results)

Enzyme Kinetic Parameters

Ki Value (12 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
231
-
substrate Abz-DIYISRRLL-GTFT-Tyx-A, 37°C, pH 7.4
5
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pH 7.5, 85°C
231
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substrate Abz-DIYISRRLL-GTFT-Tyx-A, 37°C, pH 7.4
0.45
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IC50 Value (1 result)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.75
-
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References & Links

Links to other databases for pefabloc

ChEBI
PubChem
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PubChem