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Literature summary extracted from
- Purification and characterization of Mycobacterium tuberculosis 1D-myo-inosityl-2-acetamido-2-deoxy-alpha-D-glucopyranoside deacetylase, MshB, a mycothiol biosynthetic enzyme (2006), Protein Expr. Purif., 47, 542-550.
Activating Compound
| EC Number | Activating Compound | Comment | Organism | Structure |
|---|---|---|---|---|
| 3.5.1.103 | 1,7-phenanthroline | 1 mM, slight enhancement of activity | Mycobacterium tuberculosis |  |
Cloned(Commentary)
| EC Number | Cloned (Comment) | Organism |
|---|---|---|
| 3.5.1.103 | expression in Escherichia coli | Mycobacterium tuberculosis |
| 3.5.1.103 | Rv1170 is cloned to contain a C-terminal His-6 tag to facilitate purifiation, expression in Escherichia coli | Mycobacterium tuberculosis |
Inhibitors
| EC Number | Inhibitors | Comment | Organism | Structure |
|---|---|---|---|---|
| 3.5.1.103 | 1,10-phenanthroline | 0.1 mM, 82% inhibition of the enzyme isolated on the Ni-affinity column. 0.1mM 1,10-phenanthroline produces no signifiant inhibition of the enzyme isolated on the Zn-affinity column and 10% activity remains after treatment with 1 mM 1,10-phenanthroline. MshB activity lost by incubation of the Ni enzyme with 1,10-phenanthroline can be restored following removal of 1,10-phenanthroline by incubation with 0.1 mM Zn2+, Ni2+, Mn2+, or Co2+, the latter promoting the highest activity, but Ca2+ and Mg2+ produce no restoration of activity; inhibition of the Zn enzyme by 1,10-phenanthroline is slower or less complete than inhibition of the Ni enzyme. MshB activity lost by incubation of the Ni enzyme with 1,10-phenanthroline can be restored following removal of 1,10-phenanthroline by incubation with 0.1 mM Zn2+, Ni2+, Mn2+, or Co2+, the latter promoting the highest activity. Ca2+ and Mg2+ produce no restoration of activity | Mycobacterium tuberculosis | |
| 3.5.1.103 | additional information | no inhibition is observed with 0.1 M 1,7-phenanthroline | Mycobacterium tuberculosis |
KM Value [mM]
| EC Number | KM Value [mM] | KM Value Maximum [mM] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|---|
| 3.5.1.103 | 0.34 | - |
1-(2-acetamido-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol | pH 7.5, 37°C | Mycobacterium tuberculosis | |
| 3.5.1.103 | 0.34 | - |
N-deacetyl-N-formylmycothiol-monobromobimane conjugate | pH 7.4, 37°C | Mycobacterium tuberculosis | |
Metals/Ions
| EC Number | Metals/Ions | Comment | Organism | Structure |
|---|---|---|---|---|
| 3.5.1.103 | Co2+ | MshB activity lost by incubation of the Ni enzyme with 1,10-phenanthroline can be restored following removal of 1,10-phenanthroline by incubation with 0.1 mM Zn2+, Ni2+, Mn2+, or Co2+, the latter promoting the highest activity. Ca2+ and Mg2+ produce no restoration of activity | Mycobacterium tuberculosis | |
| 3.5.1.103 | Co2+ | MshB contains a divalent transition metal ion essential for activity. MshB isolated on the Ni-affinity column contains 0.36 equivalent of Ca and 0.82 equivalent of Ni, and less than 0.08 equivalent of Zn per subunit. MshB isolated on the Zn-affinity column contains less than 0.1 equivalent of Ca and 2.3 equivalents of Zn, and less than 0.08 equivalent of Ni per subunit. MshB activity lost by incubation of the Ni enzyme with 1,10-phenanthroline can be restored following removal of 1,10-phenanthroline by incubation with 0.1 mM Zn2+, Ni2+, Mn2+, or Co2+, the latter promoting the highest activity, but Ca2+ and Mg2+ produce no restoration of activity | Mycobacterium tuberculosis | |
| 3.5.1.103 | Mn2+ | MshB activity lost by incubation of the Ni enzyme with 1,10-phenanthroline can be restored following removal of 1,10-phenanthroline by incubation with 0.1 mM Zn2+, Ni2+, Mn2+, or Co2+, the latter promoting the highest activity. Ca2+ and Mg2+ produce no restoration of activity | Mycobacterium tuberculosis | |
| 3.5.1.103 | Mn2+ | MshB contains a divalent transition metal ion essential for activity. MshB isolated on the Ni-affinity column contains 0.36 equivalent of Ca and 0.82 equivalent of Ni, and less than 0.08 equivalent of Zn per subunit. MshB isolated on the Zn-affinity column contains less than 0.1 equivalent of Ca and 2.3 equivalents of Zn, and less than 0.08 equivalent of Ni per subunit. MshB activity lost by incubation of the Ni enzyme with 1,10-phenanthroline can be restored following removal of 1,10-phenanthroline by incubation with 0.1 mM Zn2+, Ni2+, Mn2+, or Co2+, the latter promoting the highest activity, but Ca2+ and Mg2+ produce no restoration of activity | Mycobacterium tuberculosis | |
| 3.5.1.103 | Ni2+ | MshB activity lost by incubation of the Ni enzyme with 1,10-phenanthroline can be restored following removal of 1,10-phenanthroline by incubation with 0.1 mM Zn2+, Ni2+, Mn2+, or Co2+, the latter promoting the highest activity. Ca2+ and Mg2+ produce no restoration of activity | Mycobacterium tuberculosis | |
| 3.5.1.103 | Ni2+ | MshB contains a divalent transition metal ion essential for activity. MshB isolated on the Ni-affinity column contains 0.36 equivalent of Ca and 0.82 equivalent of Ni, and less than 0.08 equivalent of Zn per subunit. MshB isolated on the Zn-affinity column contains less than 0.1 equivalent of Ca and 2.3 equivalents of Zn, and less than 0.08 equivalent of Ni per subunit. MshB activity lost by incubation of the Ni enzyme with 1,10-phenanthroline can be restored following removal of 1,10-phenanthroline by incubation with 0.1 mM Zn2+, Ni2+, Mn2+, or Co2+, the latter promoting the highest activity, but Ca2+ and Mg2+ produce no restoration of activity | Mycobacterium tuberculosis | |
| 3.5.1.103 | Zn2+ | contains an active site divalent transition metal. MshB activity lost by incubation of the Ni enzyme with 1,10-phenanthroline can be restored following removal of 1,10-phenanthroline by incubation with 0.1 mM Zn2+, Ni2+, Mn2+, or Co2+, the latter promoting the highest activity. Ca2+ and Mg2+ produce no restoration of activity | Mycobacterium tuberculosis | |
| 3.5.1.103 | Zn2+ | MshB contains a divalent transition metal ion essential for activity. MshB isolated on the Ni-affinity column contains 0.36 equivalent of Ca and 0.82 equivalent of Ni, and less than 0.08 equivalent of Zn per subunit. MshB isolated on the Zn-affinity column contains less than 0.1 equivalent of Ca and 2.3 equivalents of Zn, and less than 0.08 equivalent of Ni per subunit. MshB activity lost by incubation of the Ni enzyme with 1,10-phenanthroline can be restored following removal of 1,10-phenanthroline by incubation with 0.1 mM Zn2+, Ni2+, Mn2+, or Co2+, the latter promoting the highest activity, but Ca2+ and Mg2+ produce no restoration of activity | Mycobacterium tuberculosis | |
Molecular Weight [Da]
| EC Number | Molecular Weight [Da] | Molecular Weight Maximum [Da] | Comment | Organism |
|---|---|---|---|---|
| 3.5.1.103 | 32000 | - |
2 * 32000, SDS-PAGE | Mycobacterium tuberculosis |
| 3.5.1.103 | 32000 | - |
2 * 32000, the enzyme appears to behave as a dimer at normal ionic strength but may associate to a tetramer at low ionic strength, SDS-PAGE | Mycobacterium tuberculosis |
| 3.5.1.103 | 32000 | - |
4 * 32000, the enzyme appears to behave as a dimer at normal ionic strength but may associate to a tetramer at low ionic strength, SDS-PAGE | Mycobacterium tuberculosis |
| 3.5.1.103 | 33423 | - |
2 * 33423, the enzyme appears to behave as a dimer at normal ionic strength but may associate to a tetramer at low ionic strength, calculated from sequence | Mycobacterium tuberculosis |
| 3.5.1.103 | 33423 | - |
4 * 33423, the enzyme appears to behave as a dimer at normal ionic strength but may associate to a tetramer at low ionic strength, calculated from sequence | Mycobacterium tuberculosis |
| 3.5.1.103 | 79000 | - |
dimer, gel filtration | Mycobacterium tuberculosis |
| 3.5.1.103 | 79000 | - |
dimer, the enzyme behaves as a dimer at normal ionic strength but may associate to a tetramer at low ionic strength, gel filtration | Mycobacterium tuberculosis |
| 3.5.1.103 | 158000 | - |
tetramer, gel filtration | Mycobacterium tuberculosis |
| 3.5.1.103 | 158000 | - |
tetramer, the enzyme behaves as a dimer at normal ionic strength but may associate to a tetramer at low ionic strength, gel filtration | Mycobacterium tuberculosis |
Natural Substrates/ Products (Substrates)
| EC Number | Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
|---|---|---|---|---|---|---|---|
| 3.5.1.103 | 1-(2-acetamido-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol + H2O | Mycobacterium tuberculosis | mycothiol biosynthesis | 1-(2-amino-2-deoxy-alpha-D-glucopyranoside)-1D-myo-inositol + acetate | - |
? | |
| 3.5.1.103 | 1-(2-acetamido-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol + H2O | Mycobacterium tuberculosis H37Rv | mycothiol biosynthesis | 1-(2-amino-2-deoxy-alpha-D-glucopyranoside)-1D-myo-inositol + acetate | - |
? | |
| 3.5.1.103 | 1-D-myo-inosityl-2-acetamido-2-deoxy-alpha-D-glucopyranoside + H2O | Mycobacterium tuberculosis | key enzyme in mycothiol biosynthesis. Mycothiol is the major low molecular weight thiol in actinomycetes and is essential for growth of Mycobacterium tuberculosis | 1-(2-amino-2-deoxy-alpha-D-glucopyranoside)-1D-myo-inositol + acetate | - |
? | |
Organism
| EC Number | Organism | UniProt | Comment | Textmining |
|---|---|---|---|---|
| 3.5.1.103 | Mycobacterium tuberculosis | P9WJN3 | - |
- |
| 3.5.1.103 | Mycobacterium tuberculosis H37Rv | P9WJN3 | - |
- |
Purification (Commentary)
| EC Number | Purification (Comment) | Organism |
|---|---|---|
| 3.5.1.103 | - |
Mycobacterium tuberculosis |
Specific Activity [micromol/min/mg]
| EC Number | Specific Activity Minimum [µmol/min/mg] | Specific Activity Maximum [µmol/min/mg] | Comment | Organism |
|---|---|---|---|---|
| 3.5.1.103 | 0.19 | - |
- |
Mycobacterium tuberculosis |
Substrates and Products (Substrate)
| EC Number | Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|---|
| 3.5.1.103 | 1-(2-acetamido-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol + H2O | - |
Mycobacterium tuberculosis | 1-(2-amino-2-deoxy-alpha-D-glucopyranoside)-1D-myo-inositol + acetate | - |
? | |
| 3.5.1.103 | 1-(2-acetamido-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol + H2O | mycothiol biosynthesis | Mycobacterium tuberculosis | 1-(2-amino-2-deoxy-alpha-D-glucopyranoside)-1D-myo-inositol + acetate | - |
? | |
| 3.5.1.103 | 1-(2-acetamido-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol + H2O | - |
Mycobacterium tuberculosis H37Rv | 1-(2-amino-2-deoxy-alpha-D-glucopyranoside)-1D-myo-inositol + acetate | - |
? | |
| 3.5.1.103 | 1-(2-acetamido-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol + H2O | mycothiol biosynthesis | Mycobacterium tuberculosis H37Rv | 1-(2-amino-2-deoxy-alpha-D-glucopyranoside)-1D-myo-inositol + acetate | - |
? | |
| 3.5.1.103 | 1-D-myo-inosityl-2-acetamido-2-deoxy-alpha-D-glucopyranoside + H2O | key enzyme in mycothiol biosynthesis. Mycothiol is the major low molecular weight thiol in actinomycetes and is essential for growth of Mycobacterium tuberculosis | Mycobacterium tuberculosis | 1-(2-amino-2-deoxy-alpha-D-glucopyranoside)-1D-myo-inositol + acetate | - |
? | |
| 3.5.1.103 | additional information | MshB shows amidase activity with a wide range of substrates | Mycobacterium tuberculosis | ? | - |
? | |
| 3.5.1.103 | additional information | the enzyme is unable to remove the acetyl residue from the acetylcysteinyl group of mycothiol or S-(2-oxo-2-phenylethyl)mycothiol, and it exhibits barely detectable amidase activity with mycothiol or mycothiol disulfide. It has significant amidase activity with S-(2-oxo-2-phenylethyl)mycothiol and even greater activity with N-deacetyl-N-formylmycothiol-monobromobimane conjugate, N-deacetyl-mycothiol-monobromobimane conjugate, formyl-CySmB-GlcN-Ins, and mycothiol-monobromobimane conjugate | Mycobacterium tuberculosis | ? | - |
? | |
| 3.5.1.103 | additional information | MshB shows amidase activity with a wide range of substrates | Mycobacterium tuberculosis H37Rv | ? | - |
? | |
| 3.5.1.103 | additional information | the enzyme is unable to remove the acetyl residue from the acetylcysteinyl group of mycothiol or S-(2-oxo-2-phenylethyl)mycothiol, and it exhibits barely detectable amidase activity with mycothiol or mycothiol disulfide. It has significant amidase activity with S-(2-oxo-2-phenylethyl)mycothiol and even greater activity with N-deacetyl-N-formylmycothiol-monobromobimane conjugate, N-deacetyl-mycothiol-monobromobimane conjugate, formyl-CySmB-GlcN-Ins, and mycothiol-monobromobimane conjugate | Mycobacterium tuberculosis H37Rv | ? | - |
? | |
| 3.5.1.103 | N-acetyl-D-glucosamine + H2O | activity is 73fold lower than with 1-D-myo-inosityl-2-acetamido-2-deoxy-alpha-D-glucopyranoside | Mycobacterium tuberculosis | D-glucosamine + acetate | - |
? | |
| 3.5.1.103 | N-acetyl-D-glucosamine + H2O | activity is 73fold lower than with 1-D-myo-inosityl-2-acetamido-2-deoxy-alpha-D-glucopyranoside | Mycobacterium tuberculosis H37Rv | D-glucosamine + acetate | - |
? | |
| 3.5.1.103 | N-deacetyl-N-formylmycothiol-monobromobimane conjugate + H2O | - |
Mycobacterium tuberculosis | ? | - |
? | |
Subunits
| EC Number | Subunits | Comment | Organism |
|---|---|---|---|
| 3.5.1.103 | dimer | 2 * 32000, SDS-PAGE | Mycobacterium tuberculosis |
| 3.5.1.103 | dimer | 2 * 32000, the enzyme appears to behave as a dimer at normal ionic strength but may associate to a tetramer at low ionic strength, SDS-PAGE | Mycobacterium tuberculosis |
| 3.5.1.103 | dimer | 2 * 33423, the enzyme appears to behave as a dimer at normal ionic strength but may associate to a tetramer at low ionic strength, calculated from sequence | Mycobacterium tuberculosis |
| 3.5.1.103 | tetramer | 4 * 32000, the enzyme appears to behave as a dimer at normal ionic strength but may associate to a tetramer at low ionic strength, SDS-PAGE | Mycobacterium tuberculosis |
| 3.5.1.103 | tetramer | 4 * 33423, the enzyme appears to behave as a dimer at normal ionic strength but may associate to a tetramer at low ionic strength, calculated from sequence | Mycobacterium tuberculosis |
Synonyms
| EC Number | Synonyms | Comment | Organism |
|---|---|---|---|
| 3.5.1.103 | 1D-myo-inosityl-2-acetamido-2-deoxy-alpha-D-glucopyranoside deacetylase | - |
Mycobacterium tuberculosis |
| 3.5.1.103 | GlcNAc-Ins deacetylase | - |
Mycobacterium tuberculosis |
| 3.5.1.103 | MshB | - |
Mycobacterium tuberculosis |
| 3.5.1.103 | Rv1170 | - |
Mycobacterium tuberculosis |
Temperature Optimum [°C]
| EC Number | Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
|---|---|---|---|---|
| 3.5.1.103 | 37 | - |
assay at | Mycobacterium tuberculosis |
Turnover Number [1/s]
| EC Number | Turnover Number Minimum [1/s] | Turnover Number Maximum [1/s] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|---|
| 3.5.1.103 | 0.49 | - |
1-(2-acetamido-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol | pH 7.5, 37°C | Mycobacterium tuberculosis | |
| 3.5.1.103 | 0.49 | - |
N-deacetyl-N-formylmycothiol-monobromobimane conjugate | pH 7.4, 37°C | Mycobacterium tuberculosis | |
pH Optimum
| EC Number | pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
|---|---|---|---|---|
| 3.5.1.103 | 7.4 | - |
assay at | Mycobacterium tuberculosis |
kcat/KM [mM/s]
| EC Number | kcat/KM Value [1/mMs-1] | kcat/KM Value Maximum [1/mMs-1] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|---|
| 3.5.1.103 | 1.44 | - |
1-(2-acetamido-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol | pH 7.5, 37°C | Mycobacterium tuberculosis | |
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