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1.14.19.4: acyl-lipid (11-3)-desaturase

This is an abbreviated version!
For detailed information about acyl-lipid (11-3)-desaturase, go to the full flat file.

Word Map on EC 1.14.19.4

Reaction

an (11Z,14Z)-icosa-11,14-dienoyl-[glycerolipid]
+ 2 ferrocytochrome b5 +
O2
+ 2 H+ =
an (8Z,11Z,14Z)-icosa-8,11,14-trienoyl-[glycerolipid]
+ 2 ferricytochrome b5 + 2 H2O

Synonyms

AtSLD1, AtSLD2, Boofd8, Ca-SLDp, D8A, DELTA6-desaturase, DELTA8 acyl-CoA-dependent desaturase, DELTA8 desaturase, DELTA8 sphingobase desaturase, Delta8 sphingolipid desaturase, DELTA8-desaturase, DELTA8-fatty-acid desaturase, DELTA8-sphingolipid desaturase, FADS2, SLD, SlSLD, sphingolipid delta8 desaturase, sphingolipid DELTA8 LCB desaturase, sphingolipid DELTA8 long-chain base desaturase, sphingolipid DELTA8-desaturase, TpdesB

ECTree

     1 Oxidoreductases
         1.14 Acting on paired donors, with incorporation or reduction of molecular oxygen
             1.14.19 With oxidation of a pair of donors resulting in the reduction of O2 to two molecules of water
                1.14.19.4 acyl-lipid (11-3)-desaturase

Substrates Products

Substrates Products on EC 1.14.19.4 - acyl-lipid (11-3)-desaturase

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SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(2S,3R)-2-aminoicosane-1,3-diol + reduced acceptor + O2
(E)-(2S,3R)-2-aminoicos-8-ene-1,3-diol + (Z)-(2S,3R)-2-aminoicos-8-ene-1,3-diol + acceptor + H2O
show the reaction diagram
-
-
-
-
?
(E)-sphing-4-enine + reduced acceptor + O2
(2S,3R,4E,8E)-2-aminooctadeca-4,8-diene-1,3-diol + acceptor + H2O
show the reaction diagram
(R)-9-fluorophytosphinganine + reduced acceptor + O2
(Z)-9-fluoro-8-phytosphingenine + acceptor + H2O
show the reaction diagram
-
exclusively produces (Z)-9-fluoro-8-phytosphingenine. This result is explained by an initial attack onto the C8-HR and syn-elimination of two vicinal hydrogen atoms via an anti-conformation of the substrate. An initial attack on the C9-F is excluded and generates no product
-
-
?
(S)-8-fluorophytosphinganine + reduced acceptor + O2
(Z)-8-fluoro-8-phytosphingenine + acceptor + H2O
show the reaction diagram
-
product predominantly transformed to (Z)-8-fluoro-8-phytosphingenine along with only trace amounts of the (E)-8-fluoro-8-phytosphingenine (ratio 95:5). This ratio indicates that the fluorinated substrate strongly favors the anti-configuration at the active center of the desaturase
-
-
?
(S)-9-fluorophytosphinganine + reduced acceptor + O2
(E)-9-fluoro-8-phytosphingenine + acceptor + H2O
show the reaction diagram
-
produces (E)-9-fluoro-8-phytosphingenine as the sole reaction product. Only the initial attack on the C9-HR in combination with the gauche-conformation of the substrate is productive
-
-
?
11,14,17-eicosatrienoic acid + reduced acceptor + O2
8,11,14,17-eicosatetraenoic acid + acceptor + H2O
show the reaction diagram
-
-
-
?
11,14,17-eicosatrienoic acid + reduced acceptor + O2
?
show the reaction diagram
20:3n-3, yield 20:4n-3
-
-
?
11,14-eicosadienoic acid + reduced acceptor + O2
8,11,14-eicosatrienoic acid + acceptor + H2O
show the reaction diagram
-
-
-
?
11,14-eicosadienoic acid + reduced acceptor + O2
?
show the reaction diagram
20:2n-6, yield 20:3n-6
-
-
?
11-eicosenoic acid + reduced acceptor + O2
8,11-eicosadienoic acid + acceptor + H2O
show the reaction diagram
-
-
-
?
4-hydroxysphinganine + reduced acceptor + H2O
4-hydroxy-trans-8-sphingenine + acceptor + H2O
show the reaction diagram
DELTA4-sphingenine + reduced acceptor + O2
DELTA4,8-sphingadienine + acceptor + 2 H2O
show the reaction diagram
-
production of two water molecules in the reaction
-
?
phytosphinganine + reduced acceptor + O2
(8E)-4-hydroxy-8-sphingenine + (8Z)-4-hydroxy-8-sphingenine + acceptor + H2O
show the reaction diagram
-
reaction in a in a stereospecific manner by syn elimination of two vicinal hydrogen atoms
production of two water molecules in the reaction
-
?
phytosphinganine + reduced acceptor + O2
DELTA8-phytosphingenine + acceptor + H2O
show the reaction diagram
-
production of two water molecules in the reaction
-
?
phytosphinganine + reduced acceptor + O2
trans-8-sphingenine + cis-8-sphingenine + acceptor + H2O
show the reaction diagram
sphinganine + reduced acceptor + O2
DELTA8-sphingenine + acceptor + 2 H2O
show the reaction diagram
-
production of two water molecules in the reaction
-
?
additional information
?
-