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Literature summary extracted from

  • Cahoon, E.B.; Kinney, A.J.
    Dimorphecolic acid is synthesized by the coordinate activities of two divergent DELTA12-oleic acid desaturases (2004), J. Biol. Chem., 279, 12495-12502.
    View publication on PubMed

Cloned(Commentary)

EC Number Cloned (Comment) Organism
1.14.19.34 gene DsFAD2-1, DNA and amino acid sequence determination and analysis, recombinant expression of DsFAD2-1 in Saccharomyces cerevisiae strain YPH499 and Glycine max somatic embryos resulting in the accumulation of the trans-DELTA12 isomer of linoleic acid (18:29cis,12trans) rather than the more typical cis-DELTA12 isomer. When co-expressed with DsFAD2-1 in soybean embryos or yeast, DsFAD2-2 converts 18:29cis,12trans into dimorphecolic acid Dimorphotheca sinuata
1.14.19.34 gene DsFAD2-2, DNA and amino acid sequence determination and analysis, recombinant expression of DsFAD2-2 in Saccharomyces cerevisiae strain YPH499 and Glycine max somatic embryos. When co-expressed with DsFAD2-1 in soybean embryos or yeast, DsFAD2-2 converts 18:29cis,12trans into dimorphecolic acid. When DsFAD2-2 is expressed alone in soybean embryos or together with a typical cis-DELTA12-oleic acid desaturase in yeast, trace amounts of the cis-DELTA12 isomer of dimorphecolic acid (9-OH-18:2DELTA9cis,12cis) are formed from DsFAD2-2 activity with cis-DELTA12-linoleic acid Dimorphotheca sinuata

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
1.14.19.34 Fe2+ diiron-oxo center Dimorphotheca sinuata

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.14.19.34 an oleoyl-[glycerolipid] + 2 ferrocytochrome b5 + O2 + 2 H+ Dimorphotheca sinuata
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 a (9Z,12E)-octadeca-9,12-dienoyl-[glycerolipid] + 2 ferricytochrome b5 + 2 H2O
-
 ?
1.14.19.34 additional information Dimorphotheca sinuata seeds of Dimorphotheca species fatty acids contains structural features that are not typically found in plant fatty acids, including a C-9 hydroxyl group, DELTA10,DELTA12-conjugated double bonds, and trans-DELTA12 unsaturation ?
-
 ?
1.14.19.34 additional information Dimorphotheca sinuata seeds of Dimorphotheca species fatty acids contains structural features that are not typically found in plant fatty acids, including a C-9 hydroxyl group, DELTA10,DelTA12-conjugated double bonds, and trans-DELTA12 unsaturation. ?
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
1.14.19.34 Dimorphotheca sinuata Q6RS95 gene DsFAD2-1
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1.14.19.34 Dimorphotheca sinuata Q6RS96 gene DsFAD2-2
-

Reaction

EC Number Reaction Comment Organism Reaction ID
1.14.19.34 an oleoyl-[glycerolipid] + 2 ferrocytochrome b5 + O2 + 2 H+ = a (9Z,12E)-octadeca-9,12-dienoyl-[glycerolipid] + 2 ferricytochrome b5 + 2 H2O proposed mechanism of DsFAD2-2: removal of a C-11 hydrogen atom from trans-DELTA12-linoleic acid by the diiron-oxo center of DsFAD2-2 results in the shift of the cis-DELTA9 double bond to the trans-DELTA10 position. The radical remaining at the C-9 position is then able to remove an oxygen atom from the diiron-oxo center because of close proximity to the catalytic core of DsFAD2-2 as dictated by the substrate binding properties of this enzyme Dimorphotheca sinuata
a

Source Tissue

EC Number Source Tissue Comment Organism Textmining
1.14.19.34 seed
-
 Dimorphotheca sinuata
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.14.19.34 an oleoyl-[glycerolipid] + 2 ferrocytochrome b5 + O2 + 2 H+
-
 Dimorphotheca sinuata a (9Z,12E)-octadeca-9,12-dienoyl-[glycerolipid] + 2 ferricytochrome b5 + 2 H2O
-
 ?
1.14.19.34 additional information seeds of Dimorphotheca species fatty acids contains structural features that are not typically found in plant fatty acids, including a C-9 hydroxyl group, DELTA10,DELTA12-conjugated double bonds, and trans-DELTA12 unsaturation Dimorphotheca sinuata ?
-
 ?
1.14.19.34 additional information seeds of Dimorphotheca species fatty acids contains structural features that are not typically found in plant fatty acids, including a C-9 hydroxyl group, DELTA10,DelTA12-conjugated double bonds, and trans-DELTA12 unsaturation. Dimorphotheca sinuata ?
-
 ?
1.14.19.34 additional information isozyme DsFAD2-2 catalyzes the conversion of the DELTA9 double bond of linoleic acid into a C-9 hydroxyl group and DELTA10trans double bond and displays a substrate preference for the trans-DELTA12, rather than the cis-DELTA12, isomer of linoleic acid Dimorphotheca sinuata ?
-
 ?

Synonyms

EC Number Synonyms Comment Organism
1.14.19.34 DELTA12-oleic acid desaturase
-
 Dimorphotheca sinuata
1.14.19.34 DsFAD2-1
-
 Dimorphotheca sinuata
1.14.19.34 DsFAD2-2
-
 Dimorphotheca sinuata

Cofactor

EC Number Cofactor Comment Organism Structure
1.14.19.34 cytochrome b5
-
 Dimorphotheca sinuata

General Information

EC Number General Information Comment Organism
1.14.19.34 evolution the evolution of two divergent DELTA12-oleic acid desaturases for the biosynthesis of an unusual fatty acid Dimorphotheca sinuata
1.14.19.34 metabolism biosynthetic pathway of dimorphecolic acid involving the concerted activities of DsFAD2-1 and DsFAD2-2 Dimorphotheca sinuata
1.14.19.34 physiological function involvement of DsFAD2-1 in dimorphecolic acid synthesis Dimorphotheca sinuata
1.14.19.34 physiological function involvement of DsFAD2-2 in dimorphecolic acid synthesis Dimorphotheca sinuata