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Literature summary for 1.1.1.218 extracted from

  • Endo, S.; Matsunaga, T.; Fujimoto, A.; Kumada, S.; Arai, Y.; Miura, Y.; Mikamo, H.; El-Kabbani, O.; Yamano, S.; Iinuma, M.; Hara, A.
    Characterization of rabbit morphine 6-dehydrogenase and two NAD+-dependent 3alpha(17beta)-hydroxysteroid dehydrogenases (2013), Arch. Biochem. Biophys., 529, 131-139.
    View publication on PubMed

Cloned(Commentary)

Cloned (Comment) Organism
gene AKR1C26, DNA and amino acid sequence determination and analysis, sequence comparisons, recombinant expression of His-tagged enzyme in Escherichia coli strain BL21(DE3)pLysS Oryctolagus cuniculus

Inhibitors

Inhibitors Comment Organism Structure
Hexestrol
-
Oryctolagus cuniculus
hinokitiol
-
Oryctolagus cuniculus
icarisid II
-
Oryctolagus cuniculus
ikarisoside A
-
Oryctolagus cuniculus
kaempferol
-
Oryctolagus cuniculus
noranhydroicaritin
-
Oryctolagus cuniculus
Phenolphthalein
-
Oryctolagus cuniculus
quercetin
-
Oryctolagus cuniculus
quercitrin
-
Oryctolagus cuniculus
zearalenone
-
Oryctolagus cuniculus

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
additional information
-
additional information Michaelis-Menten kinetics Oryctolagus cuniculus
0.02
-
NAD+ pH 7.4, 25┬░C Oryctolagus cuniculus
0.027
-
trans-naphthalene dihydrodiol pH 7.4, 25┬░C Oryctolagus cuniculus
0.033
-
NADH pH 7.4, 25┬░C Oryctolagus cuniculus
0.52
-
morphine pH 7.4, 25┬░C Oryctolagus cuniculus

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
morphine + NAD+ Oryctolagus cuniculus
-
morphinone + NADH + H+
-
?

Organism

Organism UniProt Comment Textmining
Oryctolagus cuniculus J7M9D0
-
-

Source Tissue

Source Tissue Comment Organism Textmining
adrenal gland high expression level of AKR1C26 Oryctolagus cuniculus
-
kidney high expression level of AKR1C26 Oryctolagus cuniculus
-
liver high expression level of AKR1C26 Oryctolagus cuniculus
-
additional information ubiquitous expression in rabbit tissues Oryctolagus cuniculus
-
stomach high expression level of AKR1C26 Oryctolagus cuniculus
-
testis high expression level of AKR1C26 Oryctolagus cuniculus
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
additional information the enzyme shows NAD+-dependent dehydrogenase activity towards other nonsteroidal alicyclic alcohols and 3alpha/17beta-hydroxy-C18/C19/C21-steroids, detailed overview Oryctolagus cuniculus ?
-
?
morphine + NAD+
-
Oryctolagus cuniculus morphinone + NADH + H+
-
?
trans-naphthalene dihydrodiol + NAD+
-
Oryctolagus cuniculus ? + NADH + H+
-
?

Synonyms

Synonyms Comment Organism
M6DH
-
Oryctolagus cuniculus
More cf. EC 1.1.1.239 Oryctolagus cuniculus

Temperature Optimum [┬░C]

Temperature Optimum [┬░C] Temperature Optimum Maximum [┬░C] Comment Organism
25
-
assay at Oryctolagus cuniculus

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
0.004
-
NAD+ pH 7.4, 25┬░C Oryctolagus cuniculus
0.067
-
trans-naphthalene dihydrodiol pH 7.4, 25┬░C Oryctolagus cuniculus
0.49
-
morphine pH 7.4, 25┬░C Oryctolagus cuniculus

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7.4
-
assay at Oryctolagus cuniculus

Cofactor

Cofactor Comment Organism Structure
additional information the rabbit enzyme shows high coenzyme preference for NAD+ over NADP+. Also in the reverse reaction, the enzymes reduces several alpha-dicarbonyl compounds including S-camphorquinone using NADH as the coenzyme, exhibiting low Km values of 0.004-0.006 mM. The reductase activity of the enzyme determined with NADPH as the coenzyme is less than 40% of their NADH-linked activity Oryctolagus cuniculus
NAD+
-
Oryctolagus cuniculus

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.0064
-
pH 7.4, 25┬░C, recombinant enzyme Oryctolagus cuniculus noranhydroicaritin
0.007
-
pH 7.4, 25┬░C, recombinant enzyme Oryctolagus cuniculus Phenolphthalein
0.013
-
pH 7.4, 25┬░C, recombinant enzyme Oryctolagus cuniculus ikarisoside A
0.02
-
above, pH 7.4, 25┬░C, recombinant enzyme Oryctolagus cuniculus kaempferol
0.026
-
pH 7.4, 25┬░C, recombinant enzyme Oryctolagus cuniculus quercetin
0.037
-
pH 7.4, 25┬░C, recombinant enzyme Oryctolagus cuniculus hinokitiol
0.04
-
pH 7.4, 25┬░C, recombinant enzyme Oryctolagus cuniculus quercitrin
0.05
-
above, pH 7.4, 25┬░C, recombinant enzyme Oryctolagus cuniculus zearalenone
0.05
-
above, pH 7.4, 25┬░C, recombinant enzyme Oryctolagus cuniculus icarisid II
0.073
-
pH 7.4, 25┬░C, recombinant enzyme Oryctolagus cuniculus Hexestrol

General Information

General Information Comment Organism
evolution enzyme M6DH is a member of the aldo┬ľketo reductase (AKR) 1C subfamily in the AKR superfamily Oryctolagus cuniculus
physiological function mammalian morphine 6-dehydrogenase converts morphine into a reactive electrophile, morphinone. M6DH is involved in the toxic action of morphine including the development of tolerance to this drug Oryctolagus cuniculus