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Literature summary for 1.5.3.6 extracted from

  • Fitzpatrick, P.F.; Dougherty, V.; Subedi, B.; Quilantan, J.; Hinck, C.S.; Lujan, A.I.; Tormos, J.R.
    Mechanism of the flavoprotein D-6-hydroxynicotine oxidase Substrate specificity, pH and solvent isotope effects, and roles of key active-site residues (2019), Biochemistry, 58, 2534-2541 .
    View publication on PubMedView publication on EuropePMC
Search for more literature for 1.5.3.6

Protein Variants

Protein Variants Comment Organism
E350A substitution decreases the kcat/Kamine value by about 20fold Paenarthrobacter nicotinovorans
E350Q substitution decreases the kcat/Kamine value by about 220fold Paenarthrobacter nicotinovorans
E352Q substitution decreases the kcat/Kamine value about 3800fold Paenarthrobacter nicotinovorans
K348M substitution has only a small effect on the kinetic parameters Paenarthrobacter nicotinovorans

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.2
-
 (R)-6-hydroxynicotine wild-type, pH 8, 25°C Paenarthrobacter nicotinovorans
0.2
-
 O2 mutant E352Q, pH 8, 25°C Paenarthrobacter nicotinovorans
0.21
-
 (R)-6-chloronicotine wild-type, pH 8, 25°C Paenarthrobacter nicotinovorans
0.32
-
 (R)-6-hydroxynicotine mutant K348M, pH 8, 25°C Paenarthrobacter nicotinovorans
0.34
-
 (R)-6-hydroxynornicotine wild-type, pH 8, 25°C Paenarthrobacter nicotinovorans
0.36
-
 (R)-4-(1-methylpyrrolidine-2-yl)phenol wild-type, pH 8, 25°C Paenarthrobacter nicotinovorans
0.43
-
 O2 mutant E350Q, pH 8, 25°C Paenarthrobacter nicotinovorans
0.83
-
 (R)-6-hydroxynornicotine mutant K348M, pH 8, 25°C Paenarthrobacter nicotinovorans
0.84
-
 (R)-nicotine wild-type, pH 8, 25°C Paenarthrobacter nicotinovorans
1.12
-
 (R)-6-hydroxynicotine mutant E350A, pH 8, 25°C Paenarthrobacter nicotinovorans
1.2
-
 O2 mutant K348M, pH 8, 25°C Paenarthrobacter nicotinovorans
1.8
-
 O2 mutant E350A, pH 8, 25°C Paenarthrobacter nicotinovorans
4.7
-
 O2 wild-type, pH 8, 25°C Paenarthrobacter nicotinovorans
5.5
-
 (R)-6-hydroxynicotine mutant E350Q, pH 8, 25°C Paenarthrobacter nicotinovorans
6
-
 (R)-6-hydroxynicotine mutant E352Q, pH 8, 25°C Paenarthrobacter nicotinovorans

Organism

Organism UniProt Comment Textmining
Paenarthrobacter nicotinovorans Q8GAG1
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(R)-4-(1-methylpyrrolidine-2-yl)phenol + H2O + O2
-
 Paenarthrobacter nicotinovorans ? + H2O2
-
 ?
(R)-6-chloronicotine + H2O + O2
-
 Paenarthrobacter nicotinovorans 4-amino-1-(6-chloropyridin-3-yl)-butan-1-one + H2O2
-
 ?
(R)-6-hydroxynicotine + H2O + O2
-
 Paenarthrobacter nicotinovorans 1-(6-hydroxypyrid-3-yl)-4-(methylamino)-butan-1-one + H2O2
-
 ?
(R)-6-hydroxynornicotine + H2O + O2
-
 Paenarthrobacter nicotinovorans 4-amino-1-(6-hydroxypyridin-3-yl)-butan-1-one + H2O2
-
 ?
(R)-nicotine + H2O + O2
-
 Paenarthrobacter nicotinovorans 1-(pyrid-3-yl)-4-(methylamino)-butan-1-one + H2O2
-
 ?

Subunits

Subunits Comment Organism
? x * 49000, calculated from sequence Paenarthrobacter nicotinovorans

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
0.26
-
 (R)-nicotine mutant E350Q, pH 8, 25°C Paenarthrobacter nicotinovorans
0.63
-
 (R)-6-hydroxynicotine mutant E352Q, pH 8, 25°C Paenarthrobacter nicotinovorans
0.85
-
 (R)-6-chloronicotine mutant E350A, pH 8, 25°C Paenarthrobacter nicotinovorans
1.5
-
 (R)-4-(1-methylpyrrolidine-2-yl)phenol mutant E352Q, pH 8, 25°C Paenarthrobacter nicotinovorans
5.4
-
 (R)-6-hydroxynornicotine mutant K348M, pH 8, 25°C Paenarthrobacter nicotinovorans
8.1
-
 (R)-6-hydroxynornicotine wild-type, pH 8, 25°C Paenarthrobacter nicotinovorans
9.3
-
 (R)-6-hydroxynicotine mutant E350Q, pH 8, 25°C Paenarthrobacter nicotinovorans
20
-
 (R)-6-hydroxynicotine mutant E350A, pH 8, 25°C Paenarthrobacter nicotinovorans
46
-
 (R)-6-hydroxynicotine mutant K348M, pH 8, 25°C Paenarthrobacter nicotinovorans
77
-
 (R)-6-hydroxynicotine wild-type, pH 8, 25°C Paenarthrobacter nicotinovorans

General Information

General Information Comment Organism
metabolism a network of hydrogen-bonded residues in the active site is involved in binding the neutral form of the amine substrate, followed by the transfer of a hydride from the amine to the flavin. There is no solvent isotope effect on the kcat/Kamine value with either (R)-6-hydroxynicotine or the slower substrate (R)-6-hydroxynornicotine. Only the neutral form of the substrate and the correctly protonated form of the enzyme bind. The active-site residues Lys348, Glu350, and Glu352 are all properly positioned for substrate binding Paenarthrobacter nicotinovorans

kcat/KM [mM/s]

kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
0.1
-
 (R)-6-hydroxynicotine mutant E352Q, pH 8, 25°C Paenarthrobacter nicotinovorans
0.15
-
 (R)-nicotine wild-type, pH 8, 25°C Paenarthrobacter nicotinovorans
1.7
-
 (R)-6-hydroxynicotine mutant E350Q, pH 8, 25°C Paenarthrobacter nicotinovorans
3.2
-
 O2 mutant E352Q, pH 8, 25°C Paenarthrobacter nicotinovorans
4
-
 (R)-6-chloronicotine wild-type, pH 8, 25°C Paenarthrobacter nicotinovorans
4
-
 (R)-4-(1-methylpyrrolidine-2-yl)phenol wild-type, pH 8, 25°C Paenarthrobacter nicotinovorans
6.5
-
 (R)-6-hydroxynornicotine mutant K348M, pH 8, 25°C Paenarthrobacter nicotinovorans
11.5
-
 O2 mutant E350A, pH 8, 25°C Paenarthrobacter nicotinovorans
16
-
 O2 wild-type, pH 8, 25°C Paenarthrobacter nicotinovorans
17.8
-
 (R)-6-hydroxynicotine mutant E350A, pH 8, 25°C Paenarthrobacter nicotinovorans
21
-
 O2 mutant E350Q, pH 8, 25°C Paenarthrobacter nicotinovorans
24
-
 (R)-6-hydroxynornicotine wild-type, pH 8, 25°C Paenarthrobacter nicotinovorans
39
-
 O2 mutant K348M, pH 8, 25°C Paenarthrobacter nicotinovorans
144
-
 (R)-6-hydroxynicotine mutant K348M, pH 8, 25°C Paenarthrobacter nicotinovorans
380
-
 (R)-6-hydroxynicotine wild-type, pH 8, 25°C Paenarthrobacter nicotinovorans