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Literature summary for 3.5.1.86 extracted from

  • Wang, P.F.; Yep, A.; Kenyon, G.L.; McLeish, M.J.
    Using directed evolution to probe the substrate specificity of mandelamide hydrolase (2009), Protein Eng. Des. Sel., 22, 103-110.
    View publication on PubMed
Search for more literature for 3.5.1.86

Cloned(Commentary)

Cloned (Comment) Organism
expressed in Escherichia coli Pseudomonas putida

Protein Variants

Protein Variants Comment Organism
G202A site-directed mutagenesis. Gly202 appears to control the preference for aromatic substrates as the G202A variant shows three orders of magnitude decrease in kcat/Km for (R)- and (S)-mandelamide Pseudomonas putida
G202A/Q207H/Q382E site-directed mutagenesis Pseudomonas putida
G202S/Q207H/R236C/R369M/Q382E site-directed mutagenesis Pseudomonas putida
G202V site-directed mutagenesis. Reduction in activity increases to six orders of magnitude for the G202V variant Pseudomonas putida
I437N site-directed mutagenesis Pseudomonas putida
Q207H/S316N/I437N site-directed mutagenesis Pseudomonas putida
Q207H/S316N/Q382E site-directed mutagenesis Pseudomonas putida
T31I/I437N site-directed mutagenesis Pseudomonas putida

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.0009
-
 2-phenylacetamide
-
 Pseudomonas putida
0.0035
-
 (S)-mandelamide Q207H/S316N/Q382E mutant Pseudomonas putida
0.005
-
 (R)-2-aminophenylacetamide
-
 Pseudomonas putida
0.006
-
 (S)-2-aminophenylacetamide
-
 Pseudomonas putida
0.007
-
 (S)-mandelamide
-
 Pseudomonas putida
0.0072
-
 (S)-mandelamide wild-type Pseudomonas putida
0.014
-
 (S)-mandelamide Q207H/S316N/I437N mutant Pseudomonas putida
0.014
-
 (R)-mandelamide Q207H/S316N/Q382E mutant Pseudomonas putida
0.018
-
 (R)-mandelamide wild-type Pseudomonas putida
0.02
-
 (R)-mandelamide
-
 Pseudomonas putida
0.023
-
 (S)-mandelamide T31I/I437N mutant Pseudomonas putida
0.029
-
 (S)-mandelamide I437N mutant Pseudomonas putida
0.04
-
 2-cyclohexylacetamide
-
 Pseudomonas putida
0.12
-
 Caproamide
-
 Pseudomonas putida
0.129
-
 (R)-mandelamide I437N mutant Pseudomonas putida
0.149
-
 (S)-lactamide Q207H/S316N/I437N mutant Pseudomonas putida
0.168
-
 (R)-mandelamide Q207H/S316N/I437N mutant Pseudomonas putida
0.215
-
 (R)-mandelamide T31I/I437N mutant Pseudomonas putida
0.219
-
 (S)-lactamide I437N mutant Pseudomonas putida
0.224
-
 (S)-lactamide T31I/I437N mutant Pseudomonas putida
0.35
-
 (R)-lactamide Q207H/S316N/Q382E mutant Pseudomonas putida
0.397
-
 (S)-lactamide Q207H/S316N/Q382E mutant Pseudomonas putida
0.43
-
 (S)-lactamide wild-type Pseudomonas putida
0.54
-
 Pentanamide
-
 Pseudomonas putida
0.55
-
 cyclohexanecarboxamide
-
 Pseudomonas putida
0.59
-
 (S)-lactamide G202A/Q207H/Q382E mutant Pseudomonas putida
0.596
-
 (R)-lactamide wild-type Pseudomonas putida
0.65
-
 (S)-lactamide G202S/Q207H/R236C/R369M/Q382E mutant Pseudomonas putida
0.75
-
 (R)-lactamide G202S/Q207H/R236C/R369M/Q382E mutant Pseudomonas putida
1
-
 (R)-lactamide G202A/Q207H/Q382E mutant Pseudomonas putida
2
-
 (R)-lactamide I437N mutant Pseudomonas putida
2.2
-
 (R)-lactamide T31I/I437N mutant Pseudomonas putida
2.4
-
 (R)-lactamide Q207H/S316N/I437N mutant Pseudomonas putida
3.1
-
 (S)-mandelamide G202A/Q207H/Q382E mutant Pseudomonas putida
6.8
-
 butanamide
-
 Pseudomonas putida
7.6
-
 (S)-mandelamide G202S/Q207H/R236C/R369M/Q382E mutant Pseudomonas putida
8.2
-
 (R)-mandelamide G202S/Q207H/R236C/R369M/Q382E mutant Pseudomonas putida
8.8
-
 (R)-mandelamide G202A/Q207H/Q382E mutant Pseudomonas putida
45
-
 propanamide
-
 Pseudomonas putida
430
-
 (S)-lactamide
-
 Pseudomonas putida
490
-
 acetamide
-
 Pseudomonas putida
600
-
 (R)-lactamide
-
 Pseudomonas putida

Organism

Organism UniProt Comment Textmining
Pseudomonas putida
-
-
-

Purification (Commentary)

Purification (Comment) Organism
affinity chromatography Pseudomonas putida

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(R)-2-aminophenylacetamide + H2O
-
 Pseudomonas putida (R)-2-aminophenylacetate + NH3
-
 ?
(R)-lactamide + H2O low efficiency Pseudomonas putida (R)-lactate + NH3
-
 ?
(R)-mandelamide + H2O
-
 Pseudomonas putida (R)-mandelic acid + ammonia
-
 ?
(S)-2-aminophenylacetamide + H2O
-
 Pseudomonas putida (S)-2-aminophenylacetate + NH3
-
 ?
(S)-lactamide + H2O low efficiency Pseudomonas putida (S)-lactate + NH3
-
 ?
(S)-mandelamide + H2O
-
 Pseudomonas putida (S)-mandelic acid + ammonia
-
 ?
2-cyclohexylacetamide + H2O
-
 Pseudomonas putida 2-cyclohexylacetate + NH3
-
 ?
2-phenylacetamide + H2O
-
 Pseudomonas putida 2-phenylacetate + NH3
-
 ?
acetamide + H2O
-
 Pseudomonas putida acetate + NH3
-
 ?
butanamide + H2O
-
 Pseudomonas putida butanoate + NH3
-
 ?
caproate + H2O
-
 Pseudomonas putida caproamide + NH3
-
 ?
cyclohexanecarboxamide + H2O
-
 Pseudomonas putida cyclohexanecarboxylate + NH3
-
 ?
pentanamide + H2O
-
 Pseudomonas putida pentanoate + NH3
-
 ?
propanamide + H2O
-
 Pseudomonas putida propanoate + NH3
-
 ?

Synonyms

Synonyms Comment Organism
MAH
-
 Pseudomonas putida
mandelamide hydrolase
-
 Pseudomonas putida

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
0.04
-
 cyclohexanecarboxamide
-
 Pseudomonas putida
0.61
-
 butanamide
-
 Pseudomonas putida
1.1
-
 2-cyclohexylacetamide
-
 Pseudomonas putida
1.4
-
 acetamide
-
 Pseudomonas putida
2
-
 Pentanamide
-
 Pseudomonas putida
2.8
-
 Caproamide
-
 Pseudomonas putida
4.6
-
 propanamide
-
 Pseudomonas putida
8.8
-
 (S)-mandelamide G202S/Q207H/R236C/R369M/Q382E mutant Pseudomonas putida
18
-
 (S)-mandelamide G202A/Q207H/Q382E mutant Pseudomonas putida
19
-
 (S)-lactamide
-
 Pseudomonas putida
19
-
 (S)-lactamide wild-type Pseudomonas putida
20
-
 (R)-mandelamide G202S/Q207H/R236C/R369M/Q382E mutant Pseudomonas putida
25
-
 (R)-2-aminophenylacetamide
-
 Pseudomonas putida
25
-
 (R)-lactamide T31I/I437N mutant Pseudomonas putida
27
-
 (S)-2-aminophenylacetamide
-
 Pseudomonas putida
29
-
 (R)-lactamide I437N mutant Pseudomonas putida
39
-
 (S)-lactamide I437N mutant Pseudomonas putida
39
-
 (S)-lactamide T31I/I437N mutant Pseudomonas putida
40
-
 (S)-lactamide G202S/Q207H/R236C/R369M/Q382E mutant Pseudomonas putida
43
-
 (R)-lactamide
-
 Pseudomonas putida
43
-
 (R)-lactamide wild-type Pseudomonas putida
43
-
 (S)-mandelamide Q207H/S316N/Q382E mutant Pseudomonas putida
46
-
 2-phenylacetamide
-
 Pseudomonas putida
49
-
 (S)-lactamide Q207H/S316N/I437N mutant Pseudomonas putida
51
-
 (R)-mandelamide G202A/Q207H/Q382E mutant Pseudomonas putida
54
-
 (S)-lactamide Q207H/S316N/Q382E mutant Pseudomonas putida
64
-
 (R)-lactamide Q207H/S316N/I437N mutant Pseudomonas putida
76
-
 (R)-lactamide G202S/Q207H/R236C/R369M/Q382E mutant Pseudomonas putida
76
-
 (R)-mandelamide Q207H/S316N/I437N mutant Pseudomonas putida
78
-
 (R)-lactamide Q207H/S316N/Q382E mutant Pseudomonas putida
78
-
 (R)-mandelamide T31I/I437N mutant Pseudomonas putida
82
-
 (S)-mandelamide
-
 Pseudomonas putida
82
-
 (S)-mandelamide wild-type Pseudomonas putida
85
-
 (R)-mandelamide I437N mutant Pseudomonas putida
88
-
 (S)-lactamide G202A/Q207H/Q382E mutant Pseudomonas putida
89
-
 (S)-mandelamide Q207H/S316N/I437N mutant Pseudomonas putida
101
-
 (S)-mandelamide I437N mutant Pseudomonas putida
108
-
 (S)-mandelamide T31I/I437N mutant Pseudomonas putida
125
-
 (R)-mandelamide Q207H/S316N/Q382E mutant Pseudomonas putida
150
-
 (R)-mandelamide
-
 Pseudomonas putida
150
-
 (R)-mandelamide wild-type Pseudomonas putida
165
-
 (R)-lactamide G202A/Q207H/Q382E mutant Pseudomonas putida