show 
Activation of inhibitors by sortase triggers irreversible modification of the active site
Maresso, A.W.; Wu, R.; Kern, J.W.; Zhang, R.; Janik, D.; Missiakas, D.M.; Duban, M.; Joachimiak, A.; Schneewind, O.; J. Biol. Chem. 282, 23129-23139 (2007)
Data extracted from this reference:
Inhibitors
Inhibitors
Commentary
Organism
Structure
1-(3,4-dichlorophenyl)-3-(dimethylamino)propan-1-one
-
Staphylococcus aureus
1-(4-bromophenyl)-3-(3-methylpiperidin-1-yl)propan-1-one
-
Staphylococcus aureus
1-(4-chlorophenyl)-3-morpholin-4-ylpropan-1-one
-
Staphylococcus aureus
1-(4-fluorophenyl)-3-morpholin-4-ylpropan-1-one
-
Staphylococcus aureus
1-(4-methylphenyl)-3-morpholin-4-ylpropan-1-one
-
Staphylococcus aureus
3-(dimethylamino)-1-(2-thienyl)propan-1-one
-
Staphylococcus aureus
3-(dimethylamino)-1-(3-nitrophenyl)propan-1-one
-
Staphylococcus aureus
3-anilino-1-(3-nitrophenyl)propan-1-one
-
Staphylococcus aureus
ethyl 4-[3-(4-bromophenyl)-3-oxopropyl]piperazine-1-carboxylate
-
Staphylococcus aureus
methyl 4-[3-(dimethylamino)propanoyl]benzenesulfinate
-
Staphylococcus aureus
additional information
aryl (beta-amino)ethyl ketones inhibit sortase enzymes. Inhibition of sortases occurs through an irreversible, covalent modification of their active site cysteine. Sortases specifically activate this class of molecules via beta-elimination, generating a reactive olefin intermediate that covalently modifies the cysteine thiol
Bacillus anthracis
additional information
aryl (beta-amino)ethyl ketones inhibit sortase enzymes. Inhibition of sortases occurs through an irreversible, covalent modification of their active site cysteine. Sortases specifically activate this class of molecules via beta-elimination, generating a reactive olefin intermediate that covalently modifies the cysteine thiol
Staphylococcus aureus
Organism
Organism
Primary Accession No. (UniProt)
Commentary
Textmining
Bacillus anthracis
-
-
-
Staphylococcus aureus
-
-
-
IC50 Value
IC50 Value
IC50 Value Maximum
Commentary
Organism
Inhibitor
Structure
0.0472
-
-
Staphylococcus aureus
1-(4-fluorophenyl)-3-morpholin-4-ylpropan-1-one
0.0543
-
-
Staphylococcus aureus
3-(dimethylamino)-1-(3-nitrophenyl)propan-1-one
0.0548
-
-
Staphylococcus aureus
3-(dimethylamino)-1-(2-thienyl)propan-1-one
0.0569
-
-
Staphylococcus aureus
1-(4-bromophenyl)-3-(3-methylpiperidin-1-yl)propan-1-one
0.0569
-
-
Staphylococcus aureus
1-(4-methylphenyl)-3-morpholin-4-ylpropan-1-one
0.066
-
-
Staphylococcus aureus
3-anilino-1-(3-nitrophenyl)propan-1-one
0.0698
-
-
Staphylococcus aureus
methyl 4-[3-(dimethylamino)propanoyl]benzenesulfinate
0.0802
-
-
Staphylococcus aureus
ethyl 4-[3-(4-bromophenyl)-3-oxopropyl]piperazine-1-carboxylate
0.0837
-
-
Staphylococcus aureus
1-(4-bromophenyl)-3-(3-methylpiperidin-1-yl)propan-1-one
0.0844
-
-
Staphylococcus aureus
1-(4-chlorophenyl)-3-morpholin-4-ylpropan-1-one
0.0873
-
-
Staphylococcus aureus
3-anilino-1-(3-nitrophenyl)propan-1-one
0.0889
-
-
Staphylococcus aureus
1-(4-methylphenyl)-3-morpholin-4-ylpropan-1-one
0.0891
-
-
Staphylococcus aureus
1-(4-fluorophenyl)-3-morpholin-4-ylpropan-1-one
0.0896
-
-
Staphylococcus aureus
1-(3,4-dichlorophenyl)-3-(dimethylamino)propan-1-one
0.0902
-
-
Staphylococcus aureus
3-(dimethylamino)-1-(3-nitrophenyl)propan-1-one
0.0904
-
-
Staphylococcus aureus
1-(3,4-dichlorophenyl)-3-(dimethylamino)propan-1-one
0.0906
-
-
Staphylococcus aureus
1-(4-chlorophenyl)-3-morpholin-4-ylpropan-1-one
0.0907
-
-
Staphylococcus aureus
3-(dimethylamino)-1-(2-thienyl)propan-1-one
0.0907
-
-
Staphylococcus aureus
ethyl 4-[3-(4-bromophenyl)-3-oxopropyl]piperazine-1-carboxylate
0.0913
-
-
Staphylococcus aureus
methyl 4-[3-(dimethylamino)propanoyl]benzenesulfinate
IC50 Value (protein specific)
IC50 Value
IC50 Value Maximum
Commentary
Organism
Inhibitor
Structure
0.0472
-
-
Staphylococcus aureus
1-(4-fluorophenyl)-3-morpholin-4-ylpropan-1-one
0.0543
-
-
Staphylococcus aureus
3-(dimethylamino)-1-(3-nitrophenyl)propan-1-one
0.0548
-
-
Staphylococcus aureus
3-(dimethylamino)-1-(2-thienyl)propan-1-one
0.0569
-
-
Staphylococcus aureus
1-(4-bromophenyl)-3-(3-methylpiperidin-1-yl)propan-1-one
0.0569
-
-
Staphylococcus aureus
1-(4-methylphenyl)-3-morpholin-4-ylpropan-1-one
0.066
-
-
Staphylococcus aureus
3-anilino-1-(3-nitrophenyl)propan-1-one
0.0698
-
-
Staphylococcus aureus
methyl 4-[3-(dimethylamino)propanoyl]benzenesulfinate
0.0802
-
-
Staphylococcus aureus
ethyl 4-[3-(4-bromophenyl)-3-oxopropyl]piperazine-1-carboxylate
0.0837
-
-
Staphylococcus aureus
1-(4-bromophenyl)-3-(3-methylpiperidin-1-yl)propan-1-one
0.0844
-
-
Staphylococcus aureus
1-(4-chlorophenyl)-3-morpholin-4-ylpropan-1-one
0.0873
-
-
Staphylococcus aureus
3-anilino-1-(3-nitrophenyl)propan-1-one
0.0889
-
-
Staphylococcus aureus
1-(4-methylphenyl)-3-morpholin-4-ylpropan-1-one
0.0891
-
-
Staphylococcus aureus
1-(4-fluorophenyl)-3-morpholin-4-ylpropan-1-one
0.0896
-
-
Staphylococcus aureus
1-(3,4-dichlorophenyl)-3-(dimethylamino)propan-1-one
0.0902
-
-
Staphylococcus aureus
3-(dimethylamino)-1-(3-nitrophenyl)propan-1-one
0.0904
-
-
Staphylococcus aureus
1-(3,4-dichlorophenyl)-3-(dimethylamino)propan-1-one
0.0906
-
-
Staphylococcus aureus
1-(4-chlorophenyl)-3-morpholin-4-ylpropan-1-one
0.0907
-
-
Staphylococcus aureus
3-(dimethylamino)-1-(2-thienyl)propan-1-one
0.0907
-
-
Staphylococcus aureus
ethyl 4-[3-(4-bromophenyl)-3-oxopropyl]piperazine-1-carboxylate
0.0913
-
-
Staphylococcus aureus
methyl 4-[3-(dimethylamino)propanoyl]benzenesulfinate
Inhibitors (protein specific)
Inhibitors
Commentary
Organism
Structure
1-(3,4-dichlorophenyl)-3-(dimethylamino)propan-1-one
-
Staphylococcus aureus
1-(4-bromophenyl)-3-(3-methylpiperidin-1-yl)propan-1-one
-
Staphylococcus aureus
1-(4-chlorophenyl)-3-morpholin-4-ylpropan-1-one
-
Staphylococcus aureus
1-(4-fluorophenyl)-3-morpholin-4-ylpropan-1-one
-
Staphylococcus aureus
1-(4-methylphenyl)-3-morpholin-4-ylpropan-1-one
-
Staphylococcus aureus
3-(dimethylamino)-1-(2-thienyl)propan-1-one
-
Staphylococcus aureus
3-(dimethylamino)-1-(3-nitrophenyl)propan-1-one
-
Staphylococcus aureus
3-anilino-1-(3-nitrophenyl)propan-1-one
-
Staphylococcus aureus
ethyl 4-[3-(4-bromophenyl)-3-oxopropyl]piperazine-1-carboxylate
-
Staphylococcus aureus
methyl 4-[3-(dimethylamino)propanoyl]benzenesulfinate
-
Staphylococcus aureus
additional information
aryl (beta-amino)ethyl ketones inhibit sortase enzymes. Inhibition of sortases occurs through an irreversible, covalent modification of their active site cysteine. Sortases specifically activate this class of molecules via beta-elimination, generating a reactive olefin intermediate that covalently modifies the cysteine thiol
Bacillus anthracis
additional information
aryl (beta-amino)ethyl ketones inhibit sortase enzymes. Inhibition of sortases occurs through an irreversible, covalent modification of their active site cysteine. Sortases specifically activate this class of molecules via beta-elimination, generating a reactive olefin intermediate that covalently modifies the cysteine thiol
Staphylococcus aureus
Other publictions for EC 3.4.22.70
No.
1st author
Pub Med
title
organims
journal
volume
pages
year
Activating Compound
Application
Cloned(Commentary)
Crystallization (Commentary)
Engineering
General Stability
Inhibitors
KM Value [mM]
Localization
Metals/Ions
Molecular Weight [Da]
Natural Substrates/ Products (Substrates)
Organic Solvent Stability
Organism
Oxidation Stability
Posttranslational Modification
Purification (Commentary)
Reaction
Renatured (Commentary)
Source Tissue
Specific Activity [micromol/min/mg]
Storage Stability
Substrates and Products (Substrate)
Subunits
Temperature Optimum [°C]
Temperature Range [°C]
Temperature Stability [°C]
Turnover Number [1/s]
pH Optimum
pH Range
pH Stability
Cofactor
Ki Value [mM]
pI Value
IC50 Value
Activating Compound (protein specific)
Application (protein specific)
Cloned(Commentary) (protein specific)
Cofactor (protein specific)
Crystallization (Commentary) (protein specific)
Engineering (protein specific)
General Stability (protein specific)
IC50 Value (protein specific)
Inhibitors (protein specific)
Ki Value [mM] (protein specific)
KM Value [mM] (protein specific)
Localization (protein specific)
Metals/Ions (protein specific)
Molecular Weight [Da] (protein specific)
Natural Substrates/ Products (Substrates) (protein specific)
Organic Solvent Stability (protein specific)
Oxidation Stability (protein specific)
Posttranslational Modification (protein specific)
Purification (Commentary) (protein specific)
Renatured (Commentary) (protein specific)
Source Tissue (protein specific)
Specific Activity [micromol/min/mg] (protein specific)
Storage Stability (protein specific)
Substrates and Products (Substrate) (protein specific)
Subunits (protein specific)
Temperature Optimum [°C] (protein specific)
Temperature Range [°C] (protein specific)
Temperature Stability [°C] (protein specific)
Turnover Number [1/s] (protein specific)
pH Optimum (protein specific)
pH Range (protein specific)
pH Stability (protein specific)
pI Value (protein specific)
Expression
General Information
General Information (protein specific)
Expression (protein specific)
KCat/KM [mM/s]
KCat/KM [mM/s] (protein specific)
731461
Yang
Streptococcus mutans sortase A ...
Streptococcus mutans
Bioorg. Med. Chem. Lett.
25
1394-1397
2015
-
-
-
-
-
-
7
-
-
-
-
-
-
4
-
-
-
-
-
2
-
-
-
-
-
-
-
-
-
-
-
-
-
-
6
-
-
-
-
-
-
-
6
7
-
-
-
-
-
-
-
-
-
-
-
2
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
731485
Schmohl
Semisynthesis and initial char ...
Staphylococcus aureus
Bioorg. Med. Chem.
23
2883-2889
2015
-
3
1
-
3
-
1
-
-
-
-
1
-
1
-
-
1
-
-
-
-
-
3
-
1
-
-
-
2
2
-
-
-
-
-
-
3
1
-
-
3
-
-
1
-
-
-
-
-
1
-
-
-
1
-
-
-
-
3
-
1
-
-
-
2
2
-
-
-
1
1
-
-
-
732898
Kuropka
-
Sortase A mediated site-specif ...
Staphylococcus aureus
Proteomics
15
1230-1234
2015
-
1
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
1
-
-
-
731266
Zhulenkovs
-
Enzymatic activity of circular ...
Staphylococcus aureus, Staphylococcus aureus MSSA476
Biochem. Eng. J.
82
200-209
2014
-
1
1
-
-
-
-
2
-
1
-
-
-
3
-
-
1
-
-
-
-
-
6
-
1
-
-
2
1
-
-
-
-
-
-
-
1
1
-
-
-
-
-
-
-
2
-
1
-
-
-
-
-
1
-
-
-
-
6
-
1
-
-
2
1
-
-
-
-
1
1
-
2
2
731314
Biswas
Sorting of LPXTG peptides by a ...
Staphylococcus aureus
Biochemistry
53
2515-2524
2014
-
2
-
-
1
-
-
-
-
-
-
1
-
3
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
2
-
-
-
1
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
1
1
-
-
-
731388
Heck
Continuous monitoring of enzym ...
Staphylococcus aureus
Bioconjug. Chem.
25
1492-1500
2014
-
-
-
-
1
-
-
-
-
-
-
-
-
2
-
-
-
-
-
-
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-
-
-
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-
1
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-
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-
-
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-
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-
-
-
-
-
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-
-
-
-
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-
-
-
-
731478
Zhulenkovs
Discovery and structure-activi ...
Staphylococcus aureus
Bioorg. Med. Chem.
22
5988-6003
2014
-
1
1
-
-
-
23
-
1
1
-
-
-
4
-
-
1
-
-
-
-
-
1
-
1
-
-
-
1
-
-
-
-
-
19
-
1
1
-
-
-
-
19
23
-
-
1
1
-
-
-
-
-
1
-
-
-
-
1
-
1
-
-
-
1
-
-
-
-
1
1
-
-
-
731825
Chen
Role of sortase A in the patho ...
Staphylococcus aureus, Staphylococcus aureus Newman D2C
FEMS Microbiol. Lett.
351
95-103
2014
-
-
1
-
1
-
-
-
-
-
-
-
-
6
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
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-
1
-
-
1
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-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
2
2
-
-
-
731833
Wang
Construction of a Streptococcu ...
Streptococcus iniae, Streptococcus iniae TBY-1
Fish Shellfish Immunol.
40
392-398
2014
-
1
1
-
1
-
-
-
1
-
-
-
-
7
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
1
-
-
1
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
1
-
-
-
732168
Jia
Semienzymatic cyclization of d ...
Staphylococcus aureus
J. Biol. Chem.
289
6627-6638
2014
-
1
1
-
-
-
-
-
-
1
-
1
-
2
-
-
1
-
-
-
-
-
2
-
1
-
-
-
1
-
-
-
-
-
-
-
1
1
-
-
-
-
-
-
-
-
-
1
-
1
-
-
-
1
-
-
-
-
2
-
1
-
-
-
1
-
-
-
-
-
-
-
-
-
732881
Kappel
The binding mechanism, multipl ...
Staphylococcus aureus
Protein Sci.
21
1858-1871
2012
-
-
-
1
-
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-
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4
-
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1
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-
-
-
-
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-
-
-
-
-
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-
1
1
-
-
-
717485
Wu
Sortase A-catalyzed peptide cy ...
Staphylococcus aureus
Chem. Commun. (Camb. )
47
9218-9220
2011
-
-
-
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-
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1
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1
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-
1
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-
-
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-
-
-
-
-
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-
-
-
-
717582
Bolscher
Sortase A as a tool for high-y ...
Staphylococcus aureus
FASEB J.
25
2650-2658
2011
-
-
1
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-
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2
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1
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3
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1
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1
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3
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-
717705
Piotukh
Directed evolution of sortase ...
Staphylococcus aureus
J. Am. Chem. Soc.
133
17536-17539
2011
-
-
-
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2
-
-
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1
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1
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2
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1
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717831
Dasgupta
Isopeptide ligation catalyzed ...
Staphylococcus aureus
J. Biol. Chem.
286
23996-24006
2011
-
-
1
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-
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2
-
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-
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1
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1
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3
-
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-
1
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2
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1
-
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-
-
3
-
-
-
-
-
-
-
-
-
-
1
1
-
-
-
718278
Levary
Protein-protein fusion catalyz ...
Staphylococcus sp.
PLoS ONE
6
e18342
2011
-
-
1
-
-
-
-
-
-
-
1
-
-
2
-
-
1
-
-
-
-
-
1
1
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-
-
-
-
-
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-
1
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-
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1
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-
-
1
-
-
-
-
1
1
-
-
-
-
-
-
-
-
-
1
1
-
-
-
718286
Khare
Structural differences between ...
Streptococcus agalactiae, Streptococcus agalactiae 2603 V/R
PLoS ONE
6
e22995
2011
-
-
1
1
-
-
-
-
-
-
-
-
-
7
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
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-
1
-
1
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-
1
-
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-
-
-
-
-
-
-
-
-
-
-
-
-
1
1
-
-
-
718290
Necchi
Sortase A substrate specificit ...
Staphylococcus aureus, Staphylococcus aureus 515
PLoS ONE
6
e25300
2011
-
-
1
-
-
-
-
-
-
-
2
-
-
7
-
-
1
-
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6
1
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1
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6
1
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Structural changes of Listeria ...
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Ito
Highly oriented recombinant gl ...
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Biochemistry
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Sortase A-catalyzed transpepti ...
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J. Am. Chem. Soc.
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1
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Weiner
The sortase A enzyme that atta ...
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J. Biol. Chem.
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2
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1
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1
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2
2
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1
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2
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2
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Egan
Identification of sortase A (S ...
Streptococcus uberis 0140J
J. Proteome Res.
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2010
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1
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714420
Lee
Synthetic analogs of indole-co ...
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Bioorg. Med. Chem. Lett.
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2010
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10
30
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Functionality of sortase A in ...
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10
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Wang
The involvement of sortase A i ...
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Arch. Microbiol.
191
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1
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1
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691247
Kudryavtsev
Probing of the cis-5-phenyl pr ...
Staphylococcus aureus
Bioorg. Med. Chem.
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2886-2893
2009
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1
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7
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1
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1
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7
-
1
1
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7
7
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1
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-
1
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Kline
Mechanism for sortase localiza ...
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J. Bacteriol.
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1
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1
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1
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1
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Race
Crystal structure of Streptoco ...
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J. Biol. Chem.
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2
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1
-
1
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1
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-
2
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707012
Pritz
Enzymatic ligation of peptides ...
Staphylococcus aureus
Adv. Exp. Med. Biol.
611
107-108
2009
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2
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2
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707294
Xiong
Interaction of sortase A and l ...
Staphylococcus aureus, Staphylococcus aureus ATCC 25923
Arch. Microbiol.
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879-884
2009
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1
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2
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1
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2
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707732
Suree
Discovery and structure-activi ...
Staphylococcus aureus
Bioorg. Med. Chem.
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7174-7185
2009
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66
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3
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1
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2
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64
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64
66
2
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1
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708704
Gianfaldoni
Sortase A confers protection a ...
Streptococcus pneumoniae, Streptococcus pneumoniae D39, Streptococcus pneumoniae TIGR4
Infect. Immun.
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2957-2961
2009
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3
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3
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5
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3
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3
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3
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3
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-
-
-
-
-
-
-
-
-
-
-
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3
3
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708707
Guiton
Contribution of autolysin and ...
Enterococcus faecalis
Infect. Immun.
77
3626-3638
2009
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-
-
-
-
-
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2
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-
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1
1
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678330
Zhu
Single mutation on the surface ...
Staphylococcus aureus
Biochemistry
47
1667-1674
2008
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1
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7
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1
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2
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1
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-
-
1
1
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1
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7
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1
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1
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1
1
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678706
Chenna
Identification of novel inhibi ...
Staphylococcus aureus
Bioorg. Med. Chem. Lett.
18
380-385
2008
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15
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2
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1
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15
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15
15
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1
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679223
Tanaka
Site-specific protein modifica ...
Staphylococcus aureus
Chembiochem
9
802-807
2008
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1
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1
1
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1
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680379
Samantaray
Peptide-sugar ligation catalyz ...
Staphylococcus aureus
J. Am. Chem. Soc.
130
2132-2133
2008
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1
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1
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680902
Bentley
Mutagenesis studies of substra ...
Staphylococcus aureus
J. Biol. Chem.
283
14762-14771
2008
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1
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1
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9
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1
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9
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10
1
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1
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1
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9
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-
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681775
Josefsson
In vivo sortase A and clumping ...
Staphylococcus aureus
Microb. Pathog.
44
103-110
2008
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-
-
-
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2
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4
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1
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2
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1
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691438
Clow
Immobilization of proteins to ...
Staphylococcus aureus
Biotechnol. Lett.
30
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2008
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1
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1
1
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1
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692873
LeMieux
Roles of the sortases of Strep ...
Streptococcus pneumoniae
J. Bacteriol.
190
6002-6013
2008
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1
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677526
Aulabaugh
Development of an HPLC assay f ...
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Anal. Biochem.
360
14-22
2007
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1
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1
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1
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1
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678296
Frankel
Mutational analysis of active ...
Staphylococcus aureus
Biochemistry
46
7269-7278
2007
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12
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7
1
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7
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1
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12
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7
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1
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7
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678317
Lu
Staphylococcus aureus sortase ...
Staphylococcus aureus
Biochemistry
46
9346-9354
2007
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1
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678504
Parthasarathy
Sortase A as a novel molecular ...
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Bioconjug. Chem.
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2007
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1
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Jang
Aaptamines as sortase A inhibi ...
Staphylococcus aureus
Bioorg. Med. Chem. Lett.
17
5366-5369
2007
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5
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Maresso
Activation of inhibitors by so ...
Bacillus anthracis, Staphylococcus aureus
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282
23129-23139
2007
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20
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20
12
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Consequences of a sortase A mu ...
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The role of Streptococcus pneu ...
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681779
Yamaguchi
Role of Streptococcus sanguini ...
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Microbes Infect.
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2006
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Frankel
Staphylococcus aureus sortase ...
Staphylococcus aureus
Biochemistry
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2005
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Bis(indole) alkaloids as sorta ...
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The SrtA sortase of Streptococ ...
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Importance of srtA and srtB fo ...
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Infect. Immun.
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2005
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666890
Pucciarelli
Identification of substrates o ...
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Proteomics
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Chen
Sortase A contributes to pneum ...
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Bacillus anthracis sortase A ( ...
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Kruger
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2004
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Kruger
Analysis of the substrate spec ...
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Biochemistry
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2004
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Liew
Localization and mutagenesis o ...
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FEBS Lett.
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221-226
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Frankel
Vinyl sulfones: inhibitors of ...
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Effect of srtA and srtB gene e ...
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480-486
2004
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Marraffini
Anchoring of surface proteins ...
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2004
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Discovery of diarylacrylonitri ...
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J. Med. Chem.
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Ton-That
Sortases and pilin elements in ...
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251-261
2004
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Kruger
Inhibition of the Staphylococc ...
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Bioorg. Med. Chem.
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2004
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Huang
Kinetic mechanism of Staphyloc ...
Staphylococcus aureus
Biochemistry
42
11307-11315
2003
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Jonsson
The role of Staphylococcus aur ...
Staphylococcus aureus
Microbes Infect.
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775-780
2003
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2002
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Ilangovan
Structure of sortase, the tran ...
Staphylococcus aureus
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2001
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Ton-That
Anchoring of surface proteins ...
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Mazmanian
Staphylococcus aureus sortase, ...
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Ton-That
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647384
Ton-That
Anchor structure of staphyloco ...
Staphylococcus aureus
J. Biol. Chem.
274
24316-24320
1999
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