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Information on EC 1.14.19.24 - acyl-CoA 11-(E)-desaturase Word Map on EC 1.14.19.24
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The enzyme appears in viruses and cellular organisms
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acyl-CoA 11-(E)-desaturase
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an acyl-CoA + 2 ferrocytochrome b5 + O2 + 2 H+ = an (11E)-enoyl-CoA + 2 ferricytochrome b5 + 2 H2O
an acyl-CoA + 2 ferrocytochrome b5 + O2 + 2 H+ = an (11E)-enoyl-CoA + 2 ferricytochrome b5 + 2 H2O
a single enzyme may be responsible for the formation of both (Z)- and (E)-11-tetradecanoic acids. It is also possible that two mechanistically identical discrete enzymes are involved in each desaturation; reaction involves a first slow, isotope-sensitive C11-H cleavage, with probable formation of an unstable intermediate, followed by a second fast C12-H bond removal
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an acyl-CoA + 2 ferrocytochrome b5 + O2 + 2 H+ = an (11E)-enoyl-CoA + 2 ferricytochrome b5 + 2 H2O
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Spodoptera littoralis pheromone biosynthesis
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acyl-CoA,ferrocytochrome b5:oxygen oxidoreductase (11,12 trans-dehydrogenating)
Involved in sex pheromone synthesis in the Lepidoptera (moths). The enzyme from the moth Spodoptera littoralis prefers 13:0 and 14:0 substrates. The product is formed by the stereospecific removal of the pro-R H at C-11 and the pro-S H at C-12. cf. EC 1.14.19.5, acyl-CoA 11-(Z)-desaturase.
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(E)-11 myristoyl CoA desaturase
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desaturase, myristoly coenzyme A (E)-11
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myristoyl-CoA 11-(E) desaturase
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redbanded leafroller moth
UniProt
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lightbrown apple moth
UniProt
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brenda
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(9E)-tetradecenoate + acceptor + O2 + H+
(9E,11E)-tetradecadienoate + ?
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hexadecanoate + acceptor + O2 + H+
(11E)-hexadecenoate + ?
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myristoyl-CoA + reduced acceptor + O2
(E)-11-tetradecenoyl-CoA + acceptor + 2 H2O
tetradecanoate + acceptor + O2 + H+
(11E)-tetradecenoate + ?
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tetradecenoyl-CoA + acceptor + O2 + H+
(Z)-11-tetradecenoic acid + (E)-11-tetradecenoic acid + ?
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product ratio of 6:1 (Z:E)
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additional information
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the enzyme exhibits no activity with C16 and C18 precursor acids
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myristoyl-CoA + reduced acceptor + O2
(E)-11-tetradecenoyl-CoA + acceptor + 2 H2O
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myristoyl-CoA + reduced acceptor + O2
(E)-11-tetradecenoyl-CoA + acceptor + 2 H2O
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a single enzyme may be responsible for the formation of both (Z)- and (E)-11-tetradecanoic acids. It is also possible that two mechanistically identical discrete enzymes are involved in each desaturation
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myristoyl-CoA + reduced acceptor + O2
(E)-11-tetradecenoyl-CoA + acceptor + 2 H2O
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enzyme is involved in the biosynthesis of Spodoptera littoralis sex pheromone
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myristoyl-CoA + reduced acceptor + O2
(E)-11-tetradecenoyl-CoA + acceptor + 2 H2O
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enzyme is involved in the biosynthesis of Spodoptera littoralis sex pheromone
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(9E)-tetradecenoate + acceptor + O2 + H+
(9E,11E)-tetradecadienoate + ?
Q95UJ3
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hexadecanoate + acceptor + O2 + H+
(11E)-hexadecenoate + ?
Q95UJ3
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myristoyl-CoA + reduced acceptor + O2
(E)-11-tetradecenoyl-CoA + acceptor + 2 H2O
tetradecanoate + acceptor + O2 + H+
(11E)-tetradecenoate + ?
Q95UJ3
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myristoyl-CoA + reduced acceptor + O2
(E)-11-tetradecenoyl-CoA + acceptor + 2 H2O
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a single enzyme may be responsible for the formation of both (Z)- and (E)-11-tetradecanoic acids. It is also possible that two mechanistically identical discrete enzymes are involved in each desaturation
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myristoyl-CoA + reduced acceptor + O2
(E)-11-tetradecenoyl-CoA + acceptor + 2 H2O
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enzyme is involved in the biosynthesis of Spodoptera littoralis sex pheromone
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myristoyl-CoA + reduced acceptor + O2
(E)-11-tetradecenoyl-CoA + acceptor + 2 H2O
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enzyme is involved in the biosynthesis of Spodoptera littoralis sex pheromone
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brenda
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bound to
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expressed in Saccharomyces cerevisiae strain InvSc1
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Q95UJ3_EPIPO
332
38348
TrEMBL
Q95VE7_9NEOP
329
37935
TrEMBL
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Navarro, I.; Font, I.; Fabrias, G.; Camps, F.
Stereospecificity of the (E)- and (Z)-11 myristoyl CoA desaturases in the Biosynthesis of Spodoptera littoralis sex pheromone
J. Am. Chem. Soc.
119
11335-11336
1997
Spodoptera littoralis
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brenda
Pinilla, A.; Camps, F.; Fabrias, G.
Cryptoregiochemistry of the delta11-myristoyl-CoA desaturase involved in the biosynthesis of Spodoptera littoralis sex pheromone
Biochemistry
38
15272-15277
1999
Spodoptera littoralis
brenda
Liu, W.; Jiao, H.; O'Connor, M.; Roelofs, W.L.
Moth desaturase characterized that produces both Z and E isomers of DELTA11-tetradecenoic acids
Insect Biochem. Mol. Biol.
32
1489-1495
2002
Argyrotaenia velutinana (Q95VE7)
brenda
Foster, S.; Roelofs, W.
Biosynthesis of a monoene and a conjugated diene sex pheromone component of the lightbrown apple moth by DELTA11 desaturation
Experientia
46
269-273
1990
Epiphyas postvittana (Q95UJ3)
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