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Literature summary for 3.5.1.103 extracted from

  • Huang, X.; Hernick, M.
    Molecular determinants of N-acetylglucosamine recognition and turnover by N-acetyl-1-D-myo-inosityl-2-amino-2-deoxy-alpha-D-glucopyranoside deacetylase (MshB) (2015), Biochemistry, 54, 3784-3790 .
    View publication on PubMed
Search for more literature for 3.5.1.103

Cloned(Commentary)

Cloned (Comment) Organism
-
 Mycobacterium tuberculosis

Protein Variants

Protein Variants Comment Organism
D146A inactive mutant enzyme Mycobacterium tuberculosis
D146A the D146N mutant is about 10fold higher than that of the D146A mutant, suggesting that the ability to accept a hydrogen bond at this position contributes to GlcNAc substrate specificity. Because there does not appear to be a direct contact between Asp146 and substrate, this effect is likely mediated via positioning of other catalytically important residues Mycobacterium tuberculosis
D146N the D146N mutant is about 10fold higher than that of the D146A mutant, suggesting that the ability to accept a hydrogen bond at this position contributes to GlcNAc substrate specificity. Because there does not appear to be a direct contact between Asp146 and substrate, this effect is likely mediated via positioning of other catalytically important residues. The mutant enzyme shows 3.7% of the activity compared to the wild-type enzyme with the substrate N-acetyl-D-glucosamine Mycobacterium tuberculosis
D15A the mutant enzyme shows 0.5% of the activity compared to the wild-type enzyme with the substrate N-acetyl-D-glucosamine Mycobacterium tuberculosis
D95A inactive mutant enzyme Mycobacterium tuberculosis
E47A the mutant enzyme shows 300% of the activity compared to the wild-type enzyme with the substrate N-acetyl-D-glucosamine. Mutation decreases the value of KM GlcNAc (2-fold) and increases the value of kcat/KM GlcNAc (3-fold) Mycobacterium tuberculosis
F216A the mutant enzyme shows 110% of the activity compared to the wild-type enzyme with the substrate N-acetyl-D-glucosamine Mycobacterium tuberculosis
L19A the mutant enzyme shows 115% of the activity compared to the wild-type enzyme with the substrate N-acetyl-D-glucosamine Mycobacterium tuberculosis
M98A the mutant enzyme shows 15% of the activity compared to the wild-type enzyme with the substrate N-acetyl-D-glucosamine Mycobacterium tuberculosis
additional information the enzyme is unable to catalyze the turnover of GlcNAc upon loss of the Arg68 or Asp95 side chains, consistent with the proposal that these side chains make critical hydrogen bonding interactions with substrate Mycobacterium tuberculosis
R68A inactive mutant enzyme Mycobacterium tuberculosis

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.34
-
 1-O-(2-acetamido-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol pH 7.5, 30°C Mycobacterium tuberculosis
17.5
-
 N-acetyl-D-glucosamine pH 7.5, 30°C, mutant enzyme E47A Mycobacterium tuberculosis
27
-
 N-acetyl-D-glucosamine pH 7.5, 30°C, mutant enzyme F216A Mycobacterium tuberculosis
31
-
 N-acetyl-D-glucosamine pH 7.5, 30°C, mutant enzyme L19A Mycobacterium tuberculosis
38
-
 N-acetyl-D-glucosamine pH 7.5, 30°C, wild-type enzyme Mycobacterium tuberculosis
52
-
 N-acetyl-D-glucosamine pH 7.5, 30°C, mutant enzyme D15A Mycobacterium tuberculosis
63
-
 N-acetyl-D-glucosamine pH 7.5, 30°C, mutant enzyme D146N Mycobacterium tuberculosis
114
-
 N-acetyl-D-glucosamine pH 7.5, 30°C, mutant enzyme M98A Mycobacterium tuberculosis

Metals/Ions

Metals/Ions Comment Organism Structure
Zn2+ metal-dependent enzyme Mycobacterium tuberculosis

Organism

Organism UniProt Comment Textmining
Mycobacterium tuberculosis P9WJN3
-
-
Mycobacterium tuberculosis ATCC 25618 P9WJN3
-
-

Purification (Commentary)

Purification (Comment) Organism
-
 Mycobacterium tuberculosis

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1-O-(2-acetamido-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol + H2O
-
 Mycobacterium tuberculosis 1-O-(2-amino-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol + acetate
-
 ?
1-O-(2-acetamido-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol + H2O
-
 Mycobacterium tuberculosis ATCC 25618 1-O-(2-amino-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol + acetate
-
 ?
N-acetyl-D-glucosamine + H2O
-
 Mycobacterium tuberculosis acetate + D-glucosamine
-
 ?
N-acetyl-D-glucosamine + H2O
-
 Mycobacterium tuberculosis ATCC 25618 acetate + D-glucosamine
-
 ?

Synonyms

Synonyms Comment Organism
MshB
-
 Mycobacterium tuberculosis
N-acetyl-1-D-myo-inosityl-2-amino-2-deoxy-alpha-D-glucopyranoside deacetylase
-
 Mycobacterium tuberculosis

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
0.0048
-
 N-acetyl-D-glucosamine pH 7.5, 30°C, mutant enzyme D15A Mycobacterium tuberculosis
0.047
-
 N-acetyl-D-glucosamine pH 7.5, 30°C, mutant enzyme D146N Mycobacterium tuberculosis
0.33
-
 N-acetyl-D-glucosamine pH 7.5, 30°C, mutant enzyme M98A Mycobacterium tuberculosis
0.6
-
 N-acetyl-D-glucosamine pH 7.5, 30°C, mutant enzyme F216A Mycobacterium tuberculosis
0.72
-
 N-acetyl-D-glucosamine pH 7.5, 30°C, mutant enzyme L19A Mycobacterium tuberculosis
0.77
-
 N-acetyl-D-glucosamine pH 7.5, 30°C, wild-type enzyme Mycobacterium tuberculosis
1.05
-
 N-acetyl-D-glucosamine pH 7.5, 30°C, mutant enzyme E47A Mycobacterium tuberculosis

General Information

General Information Comment Organism
metabolism Actinobacteria use the unique thiol mycothiol (MSH) as their primary reducing agent and in the detoxification of xenobiotics. N-Acetyl-1-D-myo-inosityl-2-amino-2-deoxy-alpha-D-glucopyranoside deacetylase (MshB) is the metal-dependent deacetylase that catalyzes the deacetylation of N-acetyl-1-D-myo-inosityl-2-amino-2-deoxy-alpha-D-glucopyranoside, the committed step in MSH biosynthesis Mycobacterium tuberculosis

kcat/KM [mM/s]

kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
0.00009
-
 N-acetyl-D-glucosamine pH 7.5, 30°C, mutant enzyme D15A Mycobacterium tuberculosis
0.00074
-
 N-acetyl-D-glucosamine pH 7.5, 30°C, mutant enzyme D146N Mycobacterium tuberculosis
0.0029
-
 N-acetyl-D-glucosamine pH 7.5, 30°C, mutant enzyme M98A Mycobacterium tuberculosis
0.02
-
 N-acetyl-D-glucosamine pH 7.5, 30°C, wild-type enzyme Mycobacterium tuberculosis
0.022
-
 N-acetyl-D-glucosamine pH 7.5, 30°C, mutant enzyme F216A Mycobacterium tuberculosis
0.023
-
 N-acetyl-D-glucosamine pH 7.5, 30°C, mutant enzyme L19A Mycobacterium tuberculosis
0.06
-
 N-acetyl-D-glucosamine pH 7.5, 30°C, mutant enzyme E47A Mycobacterium tuberculosis