Application | Comment | Organism |
---|---|---|
drug development | 3C protease inhibitors as anti-enterovirus anti-EV71 agents | enterovirus |
Cloned (Comment) | Organism |
---|---|
expressed with pET16b vector contained a N- or C-terminal hexa-His tag in Escherichia coli, protease with a C-terminus His-tag has specific activity equal to that of the tag-free enzyme, but the enzyme with N-terminal His-tag displays 10fold lower activity, indicating that additional N-terminal amino acids interfered with the protease activity | enterovirus |
Inhibitors | Comment | Organism | Structure |
---|---|---|---|
ethyl 4-[2-(4-cinnamoyl)amino-1-oxo-3-phenyl]propylamino-5-(2-oxo-3-pyrrolidyl)-2-pentenoate | - |
enterovirus | |
ethyl 4-[2-(tert-butoxycarbonyl)amino-1-oxo-3-phenyl]propylamino-5-(2-oxo-3-pyrrolidyl)-2-pentenoate | - |
enterovirus | |
ethyl 4-[2-[3,4-(methylenedioxy)cinnamoyl]amino-1-oxo-3-phenyl]propylamino-5-(2-oxo-3-pyrrolidyl)-2-pentenoate | - |
enterovirus | |
ethyl 4-[2-[4-(dimethylamino)cinnamoyl]amino-1-oxo-3-phenyl]propyl-amino-5-(2-oxo-3-pyrrolidyl)-2-pentenoate | - |
enterovirus | |
N-{(2S)-1-oxo-3-[(3S)-2-oxopyrrolidin-3-yl]propan-2-yl}-Nalpha-[(2E)-3-phenylprop-2-enoyl]-L-phenylalaninamide | - |
enterovirus | |
Nalpha-[(2E)-3-(1,3-benzodioxol-5-yl)prop-2-enoyl]-N-{(2S)-1-oxo-3-[(3S)-2-oxopyrrolidin-3-yl]propan-2-yl}-L-phenylalaninamide | - |
enterovirus | |
Nalpha-[(2E)-3-(4-chloro-2-fluorophenyl)prop-2-enoyl]-N-{(2S)-1-oxo-3-[(3S)-2-oxopyrrolidin-3-yl]propan-2-yl}-L-phenylalaninamide | - |
enterovirus | |
Nalpha-[(2E)-3-(4-methylphenyl)prop-2-enoyl]-N-{(2S)-1-oxo-3-[(3S)-2-oxopyrrolidin-3-yl]propan-2-yl}-L-phenylalaninamide | - |
enterovirus | |
Nalpha-[(2E)-4-(5-methyl-1,2-oxazol-3-yl)but-2-enoyl]-N-{(2S)-1-oxo-3-[(3S)-2-oxopyrrolidin-3-yl]propan-2-yl}-L-phenylalaninamide | - |
enterovirus | |
Nalpha-[(benzyloxy)carbonyl]-N-{(2S)-1-oxo-3-[(3S)-2-oxopyrrolidin-3-yl]propan-2-yl}-L-phenylalaninamide | - |
enterovirus | |
Nalpha-{(2E)-3-[4-(dimethylamino)phenyl]prop-2-enoyl}-N-{(2S)-1-oxo-3-[(3S)-2-oxopyrrolidin-3-yl]propan-2-yl}-L-phenylalaninamide | - |
enterovirus |
KM Value [mM] | KM Value Maximum [mM] | Substrate | Comment | Organism | Structure |
---|---|---|---|---|---|
0.0058 | - |
4-(4-dimethylaminophenylazo)benzoic acid-KTSAVLQSGFRKME-5-[(2-aminoethyl)amino]naphthalene-1-sulfonic acid | - |
enterovirus |
Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
---|---|---|---|---|---|---|
additional information | enterovirus | chymotrypsin-like protease is required for viral replication | ? | - |
? |
Organism | UniProt | Comment | Textmining |
---|---|---|---|
enterovirus | - |
- |
- |
Purification (Comment) | Organism |
---|---|
recombinant enzymes are purified by using a Ni-NTA column | enterovirus |
Specific Activity Minimum [µmol/min/mg] | Specific Activity Maximum [µmol/min/mg] | Comment | Organism |
---|---|---|---|
additional information | - |
EV71 3C protease shows substantially better activity (60fold) against the substrate peptide TSAVLQSGFRKM compared to other tested substrates | enterovirus |
Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
---|---|---|---|---|---|---|
4-(4-dimethylaminophenylazo)benzoic acid-KTSAVLQSGFRKME-5-[(2-aminoethyl)amino]naphthalene-1-sulfonic acid + H2O | fluorogenic substrate | enterovirus | 4-(4-dimethylaminophenylazo)benzoic acid-KTSAVLQ + SGFRKME-5-[(2-aminoethyl)amino]naphthalene-1-sulfonic acid | - |
? | |
DEAMEQGVSDYI + H2O | - |
enterovirus | DEAMEQ + GVSDYI | - |
? | |
IEALFQGPPKFR + H2O | - |
enterovirus | IEALFQ + GPPKFR | - |
? | |
additional information | chymotrypsin-like protease is required for viral replication | enterovirus | ? | - |
? | |
QTGTIQGDRVAD + H2O | - |
enterovirus | QTGTIQ + GDRVAD | - |
? | |
RQAVTQGFPTEL + H2O | - |
enterovirus | RQAVTQ + GFPTEL | - |
? | |
TSAVLQSGFRKM + H2O | - |
enterovirus | TSAVLQ + SGFRKM | - |
? | |
YFCSEQGEIQWN + H2O | - |
enterovirus | YFCSEQ + GEIQWN | - |
? |
Synonyms | Comment | Organism |
---|---|---|
3C protease | - |
enterovirus |
Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
---|---|---|---|
25 | - |
assay at | enterovirus |
Turnover Number Minimum [1/s] | Turnover Number Maximum [1/s] | Substrate | Comment | Organism | Structure |
---|---|---|---|---|---|
27 | - |
4-(4-dimethylaminophenylazo)benzoic acid-KTSAVLQSGFRKME-5-[(2-aminoethyl)amino]naphthalene-1-sulfonic acid | - |
enterovirus |
pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
---|---|---|---|
6.5 | - |
assay at | enterovirus |
IC50 Value | IC50 Value Maximum | Comment | Organism | Inhibitor | Structure |
---|---|---|---|---|---|
additional information | - |
concentration required to reduce the virus-induced cell death by 50% relative to the virus control is 0.007 microM | enterovirus | Nalpha-[(2E)-3-(4-chloro-2-fluorophenyl)prop-2-enoyl]-N-{(2S)-1-oxo-3-[(3S)-2-oxopyrrolidin-3-yl]propan-2-yl}-L-phenylalaninamide | |
additional information | - |
concentration required to reduce the virus-induced cell death by 50% relative to the virus control is 0.018 microM | enterovirus | 2-[2-[4-(dimethylamino)cinnamoyl]amino-1-oxo-3-phenyl]propyl amino-3-(2-oxo-3-pyrrolidyl)-propan-1-al | |
additional information | - |
concentration required to reduce the virus-induced cell death by 50% relative to the virus control is 0.026 microM | enterovirus | Nalpha-[(2E)-3-(4-methylphenyl)prop-2-enoyl]-N-{(2S)-1-oxo-3-[(3S)-2-oxopyrrolidin-3-yl]propan-2-yl}-L-phenylalaninamide | |
additional information | - |
concentration required to reduce the virus-induced cell death by 50% relative to the virus control is 0.031 microM | enterovirus | Nalpha-[(benzyloxy)carbonyl]-N-{(2S)-1-oxo-3-[(3S)-2-oxopyrrolidin-3-yl]propan-2-yl}-L-phenylalaninamide | |
additional information | - |
concentration required to reduce the virus-induced cell death by 50% relative to the virus control is 0.096 microM | enterovirus | N-{(2S)-1-oxo-3-[(3S)-2-oxopyrrolidin-3-yl]propan-2-yl}-Nalpha-[(2E)-3-phenylprop-2-enoyl]-L-phenylalaninamide | |
additional information | - |
concentration required to reduce the virus-induced cell death by 50% relative to the virus control is 0.16 microM | enterovirus | 2-(2-[3,4-(methylenedioxy)cinnamoyl]amino-1-oxo-3-phenyl)propyl amino-3-(2-oxo-3-pyrrolidyl)-propan-1-al | |
additional information | - |
concentration required to reduce the virus-induced cell death by 50% relative to the virus control is 0.94 microM | enterovirus | Nalpha-[(2E)-4-(5-methyl-1,2-oxazol-3-yl)but-2-enoyl]-N-{(2S)-1-oxo-3-[(3S)-2-oxopyrrolidin-3-yl]propan-2-yl}-L-phenylalaninamide | |
additional information | - |
concentration required to reduce the virus-induced cell death by 50% relative to the virus control is 1.3 microM | enterovirus | ethyl 4-[2-(4-cinnamoyl)amino-1-oxo-3-phenyl]propylamino-5-(2-oxo-3-pyrrolidyl)-2-pentenoate | |
additional information | - |
concentration required to reduce the virus-induced cell death by 50% relative to the virus control is 1.8 microM | enterovirus | ethyl 4-[2-[3,4-(methylenedioxy)cinnamoyl]amino-1-oxo-3-phenyl]propylamino-5-(2-oxo-3-pyrrolidyl)-2-pentenoate | |
additional information | - |
concentration required to reduce the virus-induced cell death by 50% relative to the virus control is 2.9 microM | enterovirus | ethyl 4-[2-[4-(dimethylamino)cinnamoyl]amino-1-oxo-3-phenyl]propyl-amino-5-(2-oxo-3-pyrrolidyl)-2-pentenoate | |
additional information | - |
concentration required to reduce the virus-induced cell death by 50% relative to the virus control is above 20 microM | enterovirus | ethyl 4-[2-(tert-butoxycarbonyl)amino-1-oxo-3-phenyl]propylamino-5-(2-oxo-3-pyrrolidyl)-2-pentenoate | |
additional information | - |
IC50 value is above 0.02 mM | enterovirus | ethyl 4-[2-(tert-butoxycarbonyl)amino-1-oxo-3-phenyl]propylamino-5-(2-oxo-3-pyrrolidyl)-2-pentenoate | |
additional information | - |
IC50 value is below 0.5 microM | enterovirus | Nalpha-[(benzyloxy)carbonyl]-N-{(2S)-1-oxo-3-[(3S)-2-oxopyrrolidin-3-yl]propan-2-yl}-L-phenylalaninamide | |
additional information | - |
IC50 value is below 0.5 microM | enterovirus | N-{(2S)-1-oxo-3-[(3S)-2-oxopyrrolidin-3-yl]propan-2-yl}-Nalpha-[(2E)-3-phenylprop-2-enoyl]-L-phenylalaninamide | |
additional information | - |
IC50 value is below 0.5 microM | enterovirus | Nalpha-[(2E)-3-(4-methylphenyl)prop-2-enoyl]-N-{(2S)-1-oxo-3-[(3S)-2-oxopyrrolidin-3-yl]propan-2-yl}-L-phenylalaninamide | |
additional information | - |
IC50 value is below 0.5 microM | enterovirus | Nalpha-[(2E)-3-(4-chloro-2-fluorophenyl)prop-2-enoyl]-N-{(2S)-1-oxo-3-[(3S)-2-oxopyrrolidin-3-yl]propan-2-yl}-L-phenylalaninamide | |
additional information | - |
IC50 value is below 0.5 microM | enterovirus | Nalpha-[(2E)-4-(5-methyl-1,2-oxazol-3-yl)but-2-enoyl]-N-{(2S)-1-oxo-3-[(3S)-2-oxopyrrolidin-3-yl]propan-2-yl}-L-phenylalaninamide | |
additional information | - |
IC50 value is below 0.5 microM | enterovirus | Nalpha-[(2E)-3-(1,3-benzodioxol-5-yl)prop-2-enoyl]-N-{(2S)-1-oxo-3-[(3S)-2-oxopyrrolidin-3-yl]propan-2-yl}-L-phenylalaninamide | |
additional information | - |
IC50 value is below 0.5 microM | enterovirus | Nalpha-{(2E)-3-[4-(dimethylamino)phenyl]prop-2-enoyl}-N-{(2S)-1-oxo-3-[(3S)-2-oxopyrrolidin-3-yl]propan-2-yl}-L-phenylalaninamide | |
0.0082 | - |
- |
enterovirus | ethyl 4-[2-[4-(dimethylamino)cinnamoyl]amino-1-oxo-3-phenyl]propyl-amino-5-(2-oxo-3-pyrrolidyl)-2-pentenoate | |
0.01 | - |
- |
enterovirus | ethyl 4-[2-(4-cinnamoyl)amino-1-oxo-3-phenyl]propylamino-5-(2-oxo-3-pyrrolidyl)-2-pentenoate | |
0.0106 | - |
- |
enterovirus | ethyl 4[2-[3,4-(methylenedioxy)cinnamoyl]amino-1-oxo-3-phenyl]propylamino-5-(2-oxo-3-pyrrolidyl)-2-pentenoate |