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Literature summary for 1.3.1.70 extracted from
- 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.
Application
| Application | Comment | Organism |
|---|---|---|
| agriculture | target for important antifungal agents for use in the control of plant diseases | Zea mays |
Inhibitors
| Inhibitors | Comment | Organism | Structure |
|---|---|---|---|
| 15-aza-24-methylene-D-homocholestadiene-3beta-ol | A25822B, extremely potent inhibitor | Embryophyta |  |
| 15-aza-24-methylene-D-homocholestadiene-3beta-ol | A25822B, extremely potent inhibitor | Zea mays | |
| 15-azasterol | antimycotic agent, IC50: 0.00003 mM | Embryophyta | |
| 15-azasterol | antimycotic agent, IC50: 0.00003 mM | Zea mays | |
| 8-aza-4alpha,10-dimethyl-trans-decal-3beta-ol | extremely potent inhibitor | Embryophyta | |
| 8-aza-4alpha,10-dimethyl-trans-decal-3beta-ol | extremely potent inhibitor | Zea mays | |
| cyanide | no inhibition | Embryophyta | |
| cyanide | no inhibition | Zea mays | |
| fenpropidin | good inhibitor, IC50: 0.003 mM | Zea mays | |
| fenpropimorph | very good inhibitor, IC50: 0.0008 mM | Zea mays | |
| additional information | inhibition by a series of ammonium-ion-containing fungicides | Embryophyta | |
| 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 | |
| N(1,5,9-trimethyldecyl)-4alpha,10-dimethyl-8-aza-trans-decal-3beta-ol | extremely potent inhibitor | Embryophyta | |
| N(1,5,9-trimethyldecyl)-4alpha,10-dimethyl-8-aza-trans-decal-3beta-ol | extremely potent inhibitor | Zea mays | |
| N-alkyl morpholine derivatives | fungicides | Zea mays | |
| N-alkyl-8-aza-4alpha,10-dimethyl-trans-decal-3beta-ol | strong inhibition | Embryophyta | |
| N-alkyl-8-aza-4alpha,10-dimethyl-trans-decal-3beta-ol | strong inhibition | Zea mays | |
| N-Benzyl-8-aza-4alpha,10-dimethyl-trans-decal-3beta-ol | extremely potent inhibitor | Embryophyta | |
| N-Benzyl-8-aza-4alpha,10-dimethyl-trans-decal-3beta-ol | extremely potent inhibitor | Zea mays | |
| N-dodecyl-8-aza-4alpha,10-dimethyl-trans-decal-3beta-ol | extremely potent inhibitor | Embryophyta | |
| N-dodecyl-8-aza-4alpha,10-dimethyl-trans-decal-3beta-ol | extremely potent inhibitor | Zea mays | |
| N-substituted 8-azadecalins | potent inhibitors | Zea mays | |
| N-[(3)-4-tert-butylphenyl-(2-methyl)propyl]-8-aza-4alpha,10-dimethyl-trans-decal-3beta-ol | extremely potent inhibitor | Embryophyta | |
| N-[(3)-4-tert-butylphenyl-(2-methyl)propyl]-8-aza-4alpha,10-dimethyl-trans-decal-3beta-ol | extremely potent inhibitor | Zea mays | |
| NADP+ | in the absence of NADPH-regenerating system, Ki: 0.45 mM; no inhibition by NAD+ | Zea mays | |
| trans-1,4-bis(2-chlorobenzylaminomethyl)cyclohexane dihydrochloride | AY 9944, very slight inhibition, IC50: 0.04 mM | Zea mays | |
| tridemorph | slight inhibition, IC50: 0.025 | Zea mays | |
| Tween 80 | concentrations of Tween 80 higher than 1.5 g/l: inhibitory effect | Zea mays | |
KM Value [mM]
| KM Value [mM] | KM Value Maximum [mM] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|
| additional information | - |
additional information | kinetics | Zea mays | |
| additional information | - |
additional information | kinetics | Embryophyta | |
| additional information | - |
additional information | kinetic data | Zea mays | |
| 0.023 | - |
NADPH | substrate: 8,14-cholestadien-3beta-ol | Zea mays | |
| 0.1 | - |
4alpha-methyl-5alpha-ergosta-8,14,24(28)-trien-3beta-ol | - |
Zea mays | |
| 0.45 | - |
5alpha-cholesta-8,14-dien-3beta-ol | - |
Zea mays | |
Localization
| Localization | Comment | Organism | GeneOntology No. | Textmining |
|---|---|---|---|---|
| membrane | membrane-bound | Zea mays | 16020 | - |
| membrane | membrane-bound | Embryophyta | 16020 | - |
| microsome | - |
Zea mays | - |
- |
| microsome | - |
Embryophyta | - |
- |
| additional information | - |
Zea mays | - |
- |
| additional information | - |
Embryophyta | - |
- |
Natural Substrates/ Products (Substrates)
| Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| 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+ | - |
? | |
| 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+ | - |
? | |
| additional information | Zea mays | DELTA8,14 derivatives are the only substrates to be transformed under normal biosynthetic conditions | ? | - |
? | |
| additional information | Zea mays | enzyme involved in sterol, phytosterol, biosynthesis, DELTA8,14-sterols are intermediates in the biosynthesis of higher plant sterols, phytosterols | ? | - |
? | |
| additional information | Embryophyta | enzyme involved in sterol, phytosterol, biosynthesis, DELTA8,14-sterols are intermediates in the biosynthesis of higher plant sterols, phytosterols | ? | - |
? | |
Organism
| Organism | UniProt | Comment | Textmining |
|---|---|---|---|
| Embryophyta | - |
higher plants | - |
| Zea mays | - |
maize | - |
Reaction
| Reaction | Comment | Organism | Reaction ID |
|---|---|---|---|
| 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 | |
| 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
| Source Tissue | Comment | Organism | Textmining |
|---|---|---|---|
| embryo | - |
Zea mays | - |
Substrates and Products (Substrate)
| Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| 4alpha-methyl-5alpha-ergosta-8,14,24(28)-trien-3beta-ol + NADPH + H+ | - |
Zea mays | 4alpha-methylfecosterol + NADP+ | - |
? | |
| 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+ | - |
? | |
| 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+ | - |
? | |
| 5alpha-cholesta-8,14-dien-3beta-ol + NADPH | DELTA8,14-cholestadien-3beta-ol | Zea mays | 5alpha-cholesta-8-en-3beta-ol + NADP+ | - |
? | |
| 5alpha-cholesta-8,14-dien-3beta-ol + NADPH | DELTA8,14-cholestadien-3beta-ol | Embryophyta | 5alpha-cholesta-8-en-3beta-ol + NADP+ | - |
? | |
| cholesta-8,14-dien-3beta-ol + NADPH | - |
Zea mays | cholesta-8-en-3beta-ol + NADP+ | - |
? | |
| cholesta-8,14-dien-3beta-ol + NADPH | - |
Embryophyta | cholesta-8-en-3beta-ol + NADP+ | - |
? | |
| additional information | substrate specificity | Zea mays | ? | - |
? | |
| additional information | substrate specificity | Embryophyta | ? | - |
? | |
| additional information | enzyme acts on a range of steroids with a 14(15)-double bond | Zea mays | ? | - |
? | |
| additional information | enzyme acts on a range of steroids with a 14(15)-double bond | Embryophyta | ? | - |
? | |
| additional information | DELTA8,14 derivatives are the only substrates to be transformed under normal biosynthetic conditions | Zea mays | ? | - |
? | |
| 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 | ? | - |
? | |
| 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 | ? | - |
? | |
| additional information | enzyme involved in sterol, phytosterol, biosynthesis, DELTA8,14-sterols are intermediates in the biosynthesis of higher plant sterols, phytosterols | Zea mays | ? | - |
? | |
| 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]
| Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
|---|---|---|---|
| 30 | - |
assay at, anaerobically | Zea mays |
pH Optimum
| pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
|---|---|---|---|
| 7.5 | - |
assay at, aerobically | Zea mays |
| 7.8 | - |
- |
Zea mays |
pH Range
| pH Minimum | pH Maximum | Comment | Organism |
|---|---|---|---|
| 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 |
| 6.5 | 9 | - |
Zea mays |
| 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
| Cofactor | Comment | Organism | Structure |
|---|---|---|---|
| additional information | cofactor requirements | Zea mays | |
| additional information | NADH does not support reduction | Zea mays | |
| additional information | NADH does not support reduction | Embryophyta | |
| NADPH | fully NADPH-dependent, NADH does not support reduction | Zea mays | |
| NADPH | fully NADPH-dependent, NADH does not support reduction | Embryophyta | |
IC50 Value
| IC50 Value | IC50 Value Maximum | Comment | Organism | Inhibitor | Structure |
|---|---|---|---|---|---|
| 0.00003 | - |
antimycotic agent, IC50: 0.00003 mM | Zea mays | 15-azasterol | |
| 0.00003 | - |
antimycotic agent, IC50: 0.00003 mM | Embryophyta | 15-azasterol | |
| 0.0008 | - |
very good inhibitor, IC50: 0.0008 mM | Zea mays | fenpropimorph | |
| 0.003 | - |
good inhibitor, IC50: 0.003 mM | Zea mays | fenpropidin | |
| 0.04 | - |
AY 9944, very slight inhibition, IC50: 0.04 mM | Zea mays | trans-1,4-bis(2-chlorobenzylaminomethyl)cyclohexane dihydrochloride | |
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