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Literature summary for 1.3.1.102 extracted from

  • Mansell, D.J.; Toogood, H.S.; Waller, J.; Hughes, J.M.X.; Levy, C.W.; Gardiner, J.M.; Scrutton, N.S.
    Biocatalytic asymmetric alkene reduction: crystal structure and characterization of a double bond reductase from Nicotiana tabacum (2013), ACS Catal., 3, 370-379.
    View publication on PubMedView publication on EuropePMC
Search for more literature for 1.3.1.102

Cloned(Commentary)

Cloned (Comment) Organism
gene cloned into pET21b (Novagen), without a stop codon, to incorporate a C-terminal His6-tag and transformed Escherichia coli strain BL21(DE3)pLysS (Stratagene) Nicotiana tabacum

Crystallization (Commentary)

Crystallization (Comment) Organism
determination of the X-ray crystal structures of holo-, binary (NADP(H)-bound), and ternary (NADP+ and 4-hydroxy-3-methoxycinnamaldehyde-bound) NtDBR complexes Nicotiana tabacum

Inhibitors

Inhibitors Comment Organism Structure
(2E)-3-methylpent-2-enal substrate inhibition Nicotiana tabacum
1-octen-3-one substrate inhibition Nicotiana tabacum

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.0058
-
 NADPH app. Km value, pH 5.4 and 25°C, with 1-nitrocyclohexene Nicotiana tabacum
0.057
-
 1-nitrocyclohexene app. Km value, pH 7.3 and 25°C Nicotiana tabacum
0.4
-
 1-nitrocyclohexene above value, app. Km value, pH 5.4 and 25°C Nicotiana tabacum
0.516
-
 trans-cinnamaldehyde app. Km value, pH 7.3 and 25°C Nicotiana tabacum
0.837
-
 (2E)-3-methylpent-2-enal app. Km value, pH 7.3 and 25°C Nicotiana tabacum
1
-
 trans-cinnamaldehyde above value, app. Km value, pH 5.4 and 25°C Nicotiana tabacum
1.032
-
 (2E)-3-methylpent-2-enal app. Km value, pH 5.4 and 25°C Nicotiana tabacum

Organism

Organism UniProt Comment Textmining
Nicotiana tabacum Q9SLN8
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(2E)-3-methylpent-2-enal + NADPH + H+
-
 Nicotiana tabacum 2-methylpentanal + NADP+
-
 ?
1-cyclohexene-1-carboxaldehyde + NADPH + H+ low yields Nicotiana tabacum cyclohexanecarbaldehyde + NADP+
-
 ?
1-nitrocyclohexene + NADPH + H+
-
 Nicotiana tabacum nitrocyclohexane + NADP+
-
 ?
1-octen-3-one + NADPH + H+
-
 Nicotiana tabacum octan-3-one + NADP+
-
 ?
citral + NADPH + H+ low yields Nicotiana tabacum ?
-
 ?
trans-2-nonenal + NADPH + H+
-
 Nicotiana tabacum nonanal + NADP+
-
 ?
trans-cinnamaldehyde + NADPH + H+
-
 Nicotiana tabacum 3-phenylpropanal + NADP+
-
 ?
[(1E)-1-nitroprop-1-en-2-yl]benzene + NADPH + H+ optically pure form of compound Nicotiana tabacum [(2R)-1-nitropropan-2-yl]benzene + NADP+
-
 ?
[(1Z)-1-nitroprop-1-en-2-yl]benzene + NADPH + H+ poor enantioselectivity Nicotiana tabacum [(2S)-1-nitropropan-2-yl]benzene + NADP+
-
 ?

Subunits

Subunits Comment Organism
homodimer each monomer is composed of two domains, a substrate binding or catalytic domain (residues 1-135 and 304-343) and a nucleotide-binding domain (residues 136-303) Nicotiana tabacum

Synonyms

Synonyms Comment Organism
NtDBR
-
 Nicotiana tabacum

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
0.52
-
 1-octen-3-one app. Kcat, pH 7.3 and 25°C Nicotiana tabacum
0.66
-
 (2E)-3-methylpent-2-enal app. Kcat, pH 7.3 and 25°C Nicotiana tabacum
0.87
-
 trans-2-nonenal app. Kcat, pH 7.3 and 25°C Nicotiana tabacum
1.1
-
 trans-cinnamaldehyde app. Kcat, pH 7.3 and 25°C Nicotiana tabacum
1.17
-
 1-octen-3-one app. Kcat, pH 5.4 and 25°C Nicotiana tabacum
1.3
-
 NADPH app. Kcat, pH 7.3 and 25°C, with 1-nitrocyclohexene Nicotiana tabacum
1.46
-
 1-nitrocyclohexene app. Kcat, pH 7.3 and 25°C Nicotiana tabacum
2.92
-
 trans-2-nonenal app. Kcat, pH 5.4 and 25°C Nicotiana tabacum
3.5
-
 trans-cinnamaldehyde value above, app. Kcat, pH 5.4 and 25°C Nicotiana tabacum
9.2
-
 (2E)-3-methylpent-2-enal app. Kcat, pH 5.4 and 25°C Nicotiana tabacum
11
-
 1-nitrocyclohexene value above, app. Kcat, pH 5.4 and 25°C Nicotiana tabacum

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
5.4
-
 with 1-nitrocyclohexene Nicotiana tabacum

Cofactor

Cofactor Comment Organism Structure
NADPH more than 1600fold higher preference for NADPH compared with NADH Nicotiana tabacum

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
2.6
-
 (2E)-3-methylpent-2-enal app. Ki value, pH 5.4 and 25°C Nicotiana tabacum

kcat/KM [mM/s]

kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
2.1
-
 trans-cinnamaldehyde pH 7.3 and 25°C Nicotiana tabacum
2.8
-
 trans-cinnamaldehyde pH 5.4 and 25°C Nicotiana tabacum
16
-
 1-nitrocyclohexene pH 5.4 and 25°C Nicotiana tabacum
25.6
-
 1-nitrocyclohexene pH 7.3 and 25°C Nicotiana tabacum