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Literature summary extracted from

  • Taton, M.; Benveniste, P.; Rahier, A.
    Microsomal DELTA8,14-sterol DELTA14-reductase in higher plants. Characterization and inhibition by analogues of a presumptive carbocationic intermediate of the reduction reaction (1989), Eur. J. Biochem., 185, 605-614.
    View publication on PubMed

Application

EC Number Application Comment Organism
1.3.1.70 agriculture target for important antifungal agents for use in the control of plant diseases Zea mays

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.3.1.70 15-aza-24-methylene-D-homocholestadiene-3beta-ol A25822B, extremely potent inhibitor Embryophyta
1.3.1.70 15-aza-24-methylene-D-homocholestadiene-3beta-ol A25822B, extremely potent inhibitor Zea mays
1.3.1.70 15-azasterol antimycotic agent, IC50: 0.00003 mM Embryophyta
1.3.1.70 15-azasterol antimycotic agent, IC50: 0.00003 mM Zea mays
1.3.1.70 8-aza-4alpha,10-dimethyl-trans-decal-3beta-ol extremely potent inhibitor Embryophyta
1.3.1.70 8-aza-4alpha,10-dimethyl-trans-decal-3beta-ol extremely potent inhibitor Zea mays
1.3.1.70 cyanide no inhibition Embryophyta
1.3.1.70 cyanide no inhibition Zea mays
1.3.1.70 fenpropidin good inhibitor, IC50: 0.003 mM Zea mays
1.3.1.70 fenpropimorph very good inhibitor, IC50: 0.0008 mM Zea mays
1.3.1.70 additional information inhibition by a series of ammonium-ion-containing fungicides Embryophyta
1.3.1.70 additional information inhibition by a series of ammonium-ion-containing fungicides; no inhibition by 4alpha,10-dimethyl-trans-decal-3beta-ol; no inhibition by menadione or 10 mM NAD+ Zea mays
1.3.1.70 N(1,5,9-trimethyldecyl)-4alpha,10-dimethyl-8-aza-trans-decal-3beta-ol extremely potent inhibitor Embryophyta
1.3.1.70 N(1,5,9-trimethyldecyl)-4alpha,10-dimethyl-8-aza-trans-decal-3beta-ol extremely potent inhibitor Zea mays
1.3.1.70 N-alkyl morpholine derivatives fungicides Zea mays
1.3.1.70 N-alkyl-8-aza-4alpha,10-dimethyl-trans-decal-3beta-ol strong inhibition Embryophyta
1.3.1.70 N-alkyl-8-aza-4alpha,10-dimethyl-trans-decal-3beta-ol strong inhibition Zea mays
1.3.1.70 N-Benzyl-8-aza-4alpha,10-dimethyl-trans-decal-3beta-ol extremely potent inhibitor Embryophyta
1.3.1.70 N-Benzyl-8-aza-4alpha,10-dimethyl-trans-decal-3beta-ol extremely potent inhibitor Zea mays
1.3.1.70 N-dodecyl-8-aza-4alpha,10-dimethyl-trans-decal-3beta-ol extremely potent inhibitor Embryophyta
1.3.1.70 N-dodecyl-8-aza-4alpha,10-dimethyl-trans-decal-3beta-ol extremely potent inhibitor Zea mays
1.3.1.70 N-substituted 8-azadecalins potent inhibitors Zea mays
1.3.1.70 N-[(3)-4-tert-butylphenyl-(2-methyl)propyl]-8-aza-4alpha,10-dimethyl-trans-decal-3beta-ol extremely potent inhibitor Embryophyta
1.3.1.70 N-[(3)-4-tert-butylphenyl-(2-methyl)propyl]-8-aza-4alpha,10-dimethyl-trans-decal-3beta-ol extremely potent inhibitor Zea mays
1.3.1.70 NADP+ in the absence of NADPH-regenerating system, Ki: 0.45 mM; no inhibition by NAD+ Zea mays
1.3.1.70 trans-1,4-bis(2-chlorobenzylaminomethyl)cyclohexane dihydrochloride AY 9944, very slight inhibition, IC50: 0.04 mM Zea mays
1.3.1.70 tridemorph slight inhibition, IC50: 0.025 Zea mays
1.3.1.70 Tween 80 concentrations of Tween 80 higher than 1.5 g/l: inhibitory effect Zea mays

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
1.3.1.70 additional information
-
additional information kinetics Zea mays
1.3.1.70 additional information
-
additional information kinetics Embryophyta
1.3.1.70 additional information
-
additional information kinetic data Zea mays
1.3.1.70 0.023
-
NADPH substrate: 8,14-cholestadien-3beta-ol Zea mays
1.3.1.70 0.1
-
4alpha-methyl-5alpha-ergosta-8,14,24(28)-trien-3beta-ol
-
Zea mays
1.3.1.70 0.45
-
5alpha-cholesta-8,14-dien-3beta-ol
-
Zea mays

Localization

EC Number Localization Comment Organism GeneOntology No. Textmining
1.3.1.70 membrane membrane-bound Zea mays 16020
-
1.3.1.70 membrane membrane-bound Embryophyta 16020
-
1.3.1.70 microsome
-
Zea mays
-
-
1.3.1.70 microsome
-
Embryophyta
-
-
1.3.1.70 additional information
-
Zea mays
-
-
1.3.1.70 additional information
-
Embryophyta
-
-

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.3.1.70 4alpha-methyl-8,14,24(28)-ergostatrien-3beta-ol + NADPH Zea mays 4alpha-methyl-5alpha-ergosta-8,14,24(28)-trien-3beta-ol 4alpha-methyl-8,24(28)-ergostadien-3beta-ol + NADP+
-
?
1.3.1.70 4alpha-methyl-8,14,24(28)-ergostatrien-3beta-ol + NADPH Embryophyta 4alpha-methyl-5alpha-ergosta-8,14,24(28)-trien-3beta-ol 4alpha-methyl-8,24(28)-ergostadien-3beta-ol + NADP+
-
?
1.3.1.70 additional information Zea mays DELTA8,14 derivatives are the only substrates to be transformed under normal biosynthetic conditions ?
-
?
1.3.1.70 additional information Zea mays enzyme involved in sterol, phytosterol, biosynthesis, DELTA8,14-sterols are intermediates in the biosynthesis of higher plant sterols, phytosterols ?
-
?
1.3.1.70 additional information Embryophyta enzyme involved in sterol, phytosterol, biosynthesis, DELTA8,14-sterols are intermediates in the biosynthesis of higher plant sterols, phytosterols ?
-
?

Organism

EC Number Organism UniProt Comment Textmining
1.3.1.70 Embryophyta
-
higher plants
-
1.3.1.70 Zea mays
-
maize
-

Reaction

EC Number Reaction Comment Organism Reaction ID
1.3.1.70 4,4-dimethyl-5alpha-cholesta-8,24-dien-3beta-ol + NADP+ = 4,4-dimethyl-5alpha-cholesta-8,14,24-trien-3beta-ol + NADPH + H+ mechanism Zea mays
1.3.1.70 4,4-dimethyl-5alpha-cholesta-8,24-dien-3beta-ol + NADP+ = 4,4-dimethyl-5alpha-cholesta-8,14,24-trien-3beta-ol + NADPH + H+ mechanism Embryophyta

Source Tissue

EC Number Source Tissue Comment Organism Textmining
1.3.1.70 embryo
-
Zea mays
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.3.1.70 4alpha-methyl-5alpha-ergosta-8,14,24(28)-trien-3beta-ol + NADPH + H+
-
Zea mays 4alpha-methylfecosterol + NADP+
-
?
1.3.1.70 4alpha-methyl-8,14,24(28)-ergostatrien-3beta-ol + NADPH 4alpha-methyl-5alpha-ergosta-8,14,24(28)-trien-3beta-ol Zea mays 4alpha-methyl-8,24(28)-ergostadien-3beta-ol + NADP+
-
?
1.3.1.70 4alpha-methyl-8,14,24(28)-ergostatrien-3beta-ol + NADPH 4alpha-methyl-5alpha-ergosta-8,14,24(28)-trien-3beta-ol Embryophyta 4alpha-methyl-8,24(28)-ergostadien-3beta-ol + NADP+
-
?
1.3.1.70 5alpha-cholesta-8,14-dien-3beta-ol + NADPH DELTA8,14-cholestadien-3beta-ol Zea mays 5alpha-cholesta-8-en-3beta-ol + NADP+
-
?
1.3.1.70 5alpha-cholesta-8,14-dien-3beta-ol + NADPH DELTA8,14-cholestadien-3beta-ol Embryophyta 5alpha-cholesta-8-en-3beta-ol + NADP+
-
?
1.3.1.70 cholesta-8,14-dien-3beta-ol + NADPH
-
Zea mays cholesta-8-en-3beta-ol + NADP+
-
?
1.3.1.70 cholesta-8,14-dien-3beta-ol + NADPH
-
Embryophyta cholesta-8-en-3beta-ol + NADP+
-
?
1.3.1.70 additional information substrate specificity Zea mays ?
-
?
1.3.1.70 additional information substrate specificity Embryophyta ?
-
?
1.3.1.70 additional information enzyme acts on a range of steroids with a 14(15)-double bond Zea mays ?
-
?
1.3.1.70 additional information enzyme acts on a range of steroids with a 14(15)-double bond Embryophyta ?
-
?
1.3.1.70 additional information DELTA8,14 derivatives are the only substrates to be transformed under normal biosynthetic conditions Zea mays ?
-
?
1.3.1.70 additional information no activity with 5alpha-cholesta-7,14-dien-3beta-ol, 7,14-cholestadien-3beta-ol or 5alpha-cholest-14-en-3beta-ol, 14-cholesten-3beta-ol Zea mays ?
-
?
1.3.1.70 additional information important roles of 4alpha-methyl group and side-chain substitution for recognition but not for catalysis, presence of DELTA8(9) unsaturation is compulsory for catalysis Zea mays ?
-
?
1.3.1.70 additional information enzyme involved in sterol, phytosterol, biosynthesis, DELTA8,14-sterols are intermediates in the biosynthesis of higher plant sterols, phytosterols Zea mays ?
-
?
1.3.1.70 additional information enzyme involved in sterol, phytosterol, biosynthesis, DELTA8,14-sterols are intermediates in the biosynthesis of higher plant sterols, phytosterols Embryophyta ?
-
?

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
1.3.1.70 30
-
assay at, anaerobically Zea mays

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
1.3.1.70 7.5
-
assay at, aerobically Zea mays
1.3.1.70 7.8
-
-
Zea mays

pH Range

EC Number pH Minimum pH Maximum Comment Organism
1.3.1.70 additional information
-
DELTA8,14-streol DELTA14-reductase has relatively broad pH profile in the basic region with optimal pH at pH 7.8, activity decreases rapidly at pH below 7 Zea mays
1.3.1.70 6.5 9
-
Zea mays
1.3.1.70 7
-
DELTA8,14-streol DELTA14-reductase has relatively broad pH profile in the basic region with optimal pH at pH 7.8, activity decreases rapidly at pH below 7 Zea mays

Cofactor

EC Number Cofactor Comment Organism Structure
1.3.1.70 additional information cofactor requirements Zea mays
1.3.1.70 additional information NADH does not support reduction Zea mays
1.3.1.70 additional information NADH does not support reduction Embryophyta
1.3.1.70 NADPH fully NADPH-dependent, NADH does not support reduction Zea mays
1.3.1.70 NADPH fully NADPH-dependent, NADH does not support reduction Embryophyta

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
1.3.1.70 0.00003
-
antimycotic agent, IC50: 0.00003 mM Zea mays 15-azasterol
1.3.1.70 0.00003
-
antimycotic agent, IC50: 0.00003 mM Embryophyta 15-azasterol
1.3.1.70 0.0008
-
very good inhibitor, IC50: 0.0008 mM Zea mays fenpropimorph
1.3.1.70 0.003
-
good inhibitor, IC50: 0.003 mM Zea mays fenpropidin
1.3.1.70 0.04
-
AY 9944, very slight inhibition, IC50: 0.04 mM Zea mays trans-1,4-bis(2-chlorobenzylaminomethyl)cyclohexane dihydrochloride