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Literature summary for 1.2.3.1 extracted from

  • Fukiya, K.; Itoh, K.; Yamaguchi, S.; Kishiba, A.; Adachi, M.; Watanabe, N.; Tanaka, Y.
    A single amino acid substitution confers high cinchonidine oxidation activity comparable with that of rabbit to monkey aldehyde oxidase 1 (2010), Drug Metab. Dispos., 38, 302-307.
    View publication on PubMed

Cloned(Commentary)

Cloned (Comment) Organism
expressed in Escherichia coli M15 cells Oryctolagus cuniculus
expressed in Escherichia coli M15 cells Macaca fascicularis

Protein Variants

Protein Variants Comment Organism
A1023Y the mutant shows increased Km towards (+)-4-(4-cyanoanilino)-5,6-dihydro-7-hydroxy-7H-cyclopenta-[d]-pyrimidine compared to the wild type enzyme Macaca fascicularis
A1081V the mutant completely loses the high cinchonidine oxidation activity of the wild type enzyme Oryctolagus cuniculus
A1083T the mutant shows increased Km towards (+)-4-(4-cyanoanilino)-5,6-dihydro-7-hydroxy-7H-cyclopenta-[d]-pyrimidine compared to the wild type enzyme Macaca fascicularis
A1083T/V1085A the mutant shows increased Km towards (+)-4-(4-cyanoanilino)-5,6-dihydro-7-hydroxy-7H-cyclopenta-[d]-pyrimidine compared to the wild type enzyme Macaca fascicularis
I1032V the mutant shows increased Km towards (+)-4-(4-cyanoanilino)-5,6-dihydro-7-hydroxy-7H-cyclopenta-[d]-pyrimidine compared to the wild type enzyme Macaca fascicularis
K1004Q the mutant shows increased Km towards (+)-4-(4-cyanoanilino)-5,6-dihydro-7-hydroxy-7H-cyclopenta-[d]-pyrimidine compared to the wild type enzyme Macaca fascicularis
K1004Q/K1005R the mutant shows increased Km towards (+)-4-(4-cyanoanilino)-5,6-dihydro-7-hydroxy-7H-cyclopenta-[d]-pyrimidine compared to the wild type enzyme Macaca fascicularis
K1004Q/K1005R/M1009I/V1010I the mutant shows increased Km towards (+)-4-(4-cyanoanilino)-5,6-dihydro-7-hydroxy-7H-cyclopenta-[d]-pyrimidine compared to the wild type enzyme Macaca fascicularis
K1004Q/K1005R/M1009I/V1010I/R1021V/A1023Y the mutant shows increased Km towards (+)-4-(4-cyanoanilino)-5,6-dihydro-7-hydroxy-7H-cyclopenta-[d]-pyrimidine compared to the wild type enzyme Macaca fascicularis
K1004Q/K1005R/M1009I/V1010I/R1021V/A1023Y/I1032V the mutant shows increased Km towards (+)-4-(4-cyanoanilino)-5,6-dihydro-7-hydroxy-7H-cyclopenta-[d]-pyrimidine compared to the wild type enzyme Macaca fascicularis
K1004Q/K1005R/M1009I/V1010I/R1021V/A1023Y/I1032V/G1064K/I1067M the mutant shows increased Km towards (+)-4-(4-cyanoanilino)-5,6-dihydro-7-hydroxy-7H-cyclopenta-[d]-pyrimidine compared to the wild type enzyme Macaca fascicularis
M1009I the mutant shows increased Km towards (+)-4-(4-cyanoanilino)-5,6-dihydro-7-hydroxy-7H-cyclopenta-[d]-pyrimidine compared to the wild type enzyme Macaca fascicularis
V1085A the mutant acquires high cinchonidine oxidation activity Macaca fascicularis

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.0074
-
cinchonidine wild type enzyme, in 80 mM phosphate buffer, pH 7.4, at 37°C Oryctolagus cuniculus
0.0109
-
(+)-4-(4-cyanoanilino)-5,6-dihydro-7-hydroxy-7H-cyclopenta-[d]-pyrimidine wild type enzyme, in 80 mM phosphate buffer, pH 7.4, at 37°C Macaca fascicularis
0.012
-
cinchonidine mutant enzyme V1085A, in 80 mM phosphate buffer, pH 7.4, at 37°C Macaca fascicularis
0.0157
-
(+)-4-(4-cyanoanilino)-5,6-dihydro-7-hydroxy-7H-cyclopenta-[d]-pyrimidine mutant enzyme K1004Q/K1005R/M1009I/V1010I/R1021V/A1023Y/I1032V/G1064K/I1067M, in 80 mM phosphate buffer, pH 7.4, at 37°C Macaca fascicularis
0.0244
-
(+)-4-(4-cyanoanilino)-5,6-dihydro-7-hydroxy-7H-cyclopenta-[d]-pyrimidine mutant enzyme K1004Q/K1005R/M1009I/V1010I/R1021V/A1023Y/I1032V, in 80 mM phosphate buffer, pH 7.4, at 37°C Macaca fascicularis
0.0264
-
(+)-4-(4-cyanoanilino)-5,6-dihydro-7-hydroxy-7H-cyclopenta-[d]-pyrimidine mutant enzyme A1023Y, in 80 mM phosphate buffer, pH 7.4, at 37°C Macaca fascicularis
0.027
-
(+)-4-(4-cyanoanilino)-5,6-dihydro-7-hydroxy-7H-cyclopenta-[d]-pyrimidine mutant enzyme M1009I, in 80 mM phosphate buffer, pH 7.4, at 37°C Macaca fascicularis
0.0334
-
(+)-4-(4-cyanoanilino)-5,6-dihydro-7-hydroxy-7H-cyclopenta-[d]-pyrimidine mutant enzyme I1032V, in 80 mM phosphate buffer, pH 7.4, at 37°C Macaca fascicularis
0.0352
-
(+)-4-(4-cyanoanilino)-5,6-dihydro-7-hydroxy-7H-cyclopenta[d]-pyrimidine mutant enzyme A1081V, in 80 mM phosphate buffer, pH 7.4, at 37°C Oryctolagus cuniculus
0.036
-
(+)-4-(4-cyanoanilino)-5,6-dihydro-7-hydroxy-7H-cyclopenta-[d]-pyrimidine mutant enzyme K1004Q/K1005R, in 80 mM phosphate buffer, pH 7.4, at 37°C Macaca fascicularis
0.0366
-
(+)-4-(4-cyanoanilino)-5,6-dihydro-7-hydroxy-7H-cyclopenta-[d]-pyrimidine mutant enzyme K1004Q, in 80 mM phosphate buffer, pH 7.4, at 37°C Macaca fascicularis
0.0521
-
(+)-4-(4-cyanoanilino)-5,6-dihydro-7-hydroxy-7H-cyclopenta-[d]-pyrimidine mutant enzyme K1004Q/K1005R/M1009I/V1010I, in 80 mM phosphate buffer, pH 7.4, at 37°C Macaca fascicularis
0.0965
-
(+)-4-(4-cyanoanilino)-5,6-dihydro-7-hydroxy-7H-cyclopenta-[d]-pyrimidine mutant enzyme K1004Q/K1005R/M1009I/V1010I/R1021V/A1023Y, in 80 mM phosphate buffer, pH 7.4, at 37°C Macaca fascicularis
0.128
-
(+)-4-(4-cyanoanilino)-5,6-dihydro-7-hydroxy-7H-cyclopenta-[d]-pyrimidine mutant enzyme A1083T/V1085A, in 80 mM phosphate buffer, pH 7.4, at 37°C Macaca fascicularis
0.131
-
(+)-4-(4-cyanoanilino)-5,6-dihydro-7-hydroxy-7H-cyclopenta-[d]-pyrimidine mutant enzyme V1085A, in 80 mM phosphate buffer, pH 7.4, at 37°C Macaca fascicularis
0.147
-
(+)-4-(4-cyanoanilino)-5,6-dihydro-7-hydroxy-7H-cyclopenta[d]-pyrimidine wild type enzyme, in 80 mM phosphate buffer, pH 7.4, at 37°C Oryctolagus cuniculus

Organism

Organism UniProt Comment Textmining
Macaca fascicularis
-
-
-
Oryctolagus cuniculus
-
-
-

Purification (Commentary)

Purification (Comment) Organism
Ni affinity column chromatography Oryctolagus cuniculus
Ni affinity column chromatography Macaca fascicularis

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(+)-4-(4-cyanoanilino)-5,6-dihydro-7-hydroxy-7H-cyclopenta-[d]-pyrimidine + H2O + O2 i.e. (S)-RS-8359 Macaca fascicularis ?
-
?
(+)-4-(4-cyanoanilino)-5,6-dihydro-7-hydroxy-7H-cyclopenta[d]-pyrimidine + H2O + O2 i.e. (S)-RS-8359 Oryctolagus cuniculus ?
-
?
cinchonidine + H2O + O2 rabbit AOX1 has an extremely high Vmax value toward cinchonidine Oryctolagus cuniculus ?
-
?
cinchonidine + H2O + O2 wild type monkey AOX1 is not able to oxidize chinchonidine, but mutant enzyme V1085A does Macaca fascicularis ?
-
?
zonisamide + H2O + O2
-
Oryctolagus cuniculus ?
-
?
zonisamide + H2O + O2
-
Macaca fascicularis ?
-
?

Synonyms

Synonyms Comment Organism
aldehyde oxidase 1
-
Oryctolagus cuniculus
aldehyde oxidase 1
-
Macaca fascicularis
AOX1
-
Oryctolagus cuniculus
AOX1
-
Macaca fascicularis

Cofactor

Cofactor Comment Organism Structure
FAD
-
Oryctolagus cuniculus
FAD
-
Macaca fascicularis