Any feedback?
Please rate this page
(literature.php)
(0/150)

BRENDA support

Literature summary for 1.3.1.72 extracted from

  • Tsukagoshi, Y.; Suzuki, H.; Seki, H.; Muranaka, T.; Ohyama, K.; Fujimoto, Y.
    Ajuga DELTA24-sterol reductase catalyzes the direct reductive conversion of 24-methylenecholesterol to campesterol (2016), J. Biol. Chem., 291, 8189-8198 .
    View publication on PubMedView publication on EuropePMC
Search for more literature for 1.3.1.72

Cloned(Commentary)

Cloned (Comment) Organism
gene ArDWF1, cloning from hairy root expression sequence tag library, DNA and amino acid sequence determination and analysis, sequence comparison and phylogenetic tree, functional recombinant expression in Saccharomyces cerevisiae, ArDWF1-expressing yeast T21 cells produce 24-methylcholesterol in vivo Ajuga reptans
gene OsDWF1, sequence comparison and phylogenetic tree, functional recombinant expression in Saccharomyces cerevisiae, OsDWF1-expressing yeast T21 cells produce 24-methylcholesterol in vivo Oryza sativa

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
24-methylenecholesterol + NADPH + H+ Oryza sativa
-
 campesterol + NADP+
-
 ?
24-methylenecholesterol + NADPH + H+ Ajuga reptans
-
 campesterol + NADP+
-
 ?

Organism

Organism UniProt Comment Textmining
Ajuga reptans A0A0P0UTN5 var. atropurpurea
-
Oryza sativa
-
-
-

Reaction

Reaction Comment Organism Reaction ID
5alpha-cholest-7-en-3beta-ol + NADP+ = 5alpha-cholesta-7,24-dien-3beta-ol + NADPH + H+ ArDWF1 directly reduces 24-methylenecholesterol to produce campesterol with retention of the C-25 hydrogen and without passing through a DELTA24(25) intermediate, mechansim Ajuga reptans
a
5alpha-cholest-7-en-3beta-ol + NADP+ = 5alpha-cholesta-7,24-dien-3beta-ol + NADPH + H+ two-step mechanism involving the isomerization of DELTA24(28) to DELTA24(25), which requires elimination of H-25, mechanism Oryza sativa
a

Source Tissue

Source Tissue Comment Organism Textmining
callus
-
 Oryza sativa
-
hairy root
-
 Ajuga reptans
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
24-methylenecholesterol + NADPH + H+
-
 Oryza sativa campesterol + NADP+
-
 ?
24-methylenecholesterol + NADPH + H+
-
 Ajuga reptans campesterol + NADP+
-
 ?
24-methylenecholesterol + NADPH + H+ GC-MS analysis suggests that the reaction proceeds with retention of the C-25 hydrogen. The 25-H retention is established by the incubation of the enzyme with (23,23,25-2H3,28-13C)-24-methylenecholesterol, followed by 13C NMR analysis of the resulting campesterol Ajuga reptans campesterol + NADP+
-
 ?
24-methylenecholesterol + NADPH + H+
-
 Oryza sativa dihydrobrassicasterol + NADP+
-
 ?
additional information Dimunito/Dwarf1 (DWF1) is an oxidoreductase enzyme that is responsible for the conversion of C28- and C29-DELTA24(28)-olefinic sterols to 24-methyl- and 24-ethylcholesterols. An in vivo assay of OsDWF1 supports the generally accepted two-step mechanism because the C-25 hydrogen of 24-methylenecholesterol is eliminated during its conversion to 24-methylcholesterol Oryza sativa ?
-
 ?
additional information Dimunito/Dwarf1 (DWF1) is an oxidoreductase enzyme that is responsible for the conversion of C28- and C29-DELTA24(28)-olefinic sterols to 24-methyl- and 24-ethylcholesterols. ArDWF1 directly reduces 24-methylenecholesterol to produce campesterol without passing through a DELTA24(25) intermediate Ajuga reptans ?
-
 ?

Synonyms

Synonyms Comment Organism
ArDWF1
-
 Ajuga reptans
Dimunito/Dwarf1
-
 Oryza sativa
Dimunito/Dwarf1
-
 Ajuga reptans
OsDWF1
-
 Oryza sativa

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
30
-
 in vivo assay at Oryza sativa
30
-
 in vivo assay at Ajuga reptans

Cofactor

Cofactor Comment Organism Structure
FAD the enzyme contains a FAD binding domain Ajuga reptans
FAD the enzyme contains an FAD binding domain Oryza sativa
NADPH
-
 Oryza sativa
NADPH
-
 Ajuga reptans

General Information

General Information Comment Organism
additional information ArDWF1 has another unique property in that only campesterol is formed by the direct reduction catalyzed by the enzyme. Ajuga plants have unique sterol profiles in which clerosterol and dehydroclerosterol are the major sterols Ajuga reptans
physiological function ArDWF1 functions as the sole enzyme responsible for biosynthesis of 24-methylcholesterol in the Ajuga plant Ajuga reptans