Please wait a moment until all data is loaded. This message will disappear when all data is loaded.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
(Z)-11-tetradecenoyl-CoA + reduced acceptor + O2
(E,E)-10,12-tetradecadienoyl-CoA + acceptor + H2O
-
(E,E)-10,12-tetradecadienoic acid is produced from (Z)-11-tetradecenoic acid by desaturation and concomitant migration of the precursor double bond
-
-
?
methyl myristate + reduced electron acceptor + O2
methyl (11E)-tetradec-11-enoate + methyl (11Z)-tetradec-11-enoate + acceptor + H2O
myristic acid + 2 ferrocytochrome b5 + O2 + 2 H+
(Z)-11-tetradecenoate + (E)-11-tetradecenoate + 2 ferricytochrome b5 + 2 H2O
-
-
-
?
myristic acid + NADH + ?
tetradec-11-enoic acid + NAD+ + ?
-
50% of the activity with palmitic acid
-
-
?
myristic acid + reduced acceptor + O2
(Z)-tetradec-11-enoic acid + (E)-tetradec-11-enoic acid + acceptor + H2O
-
-
-
?
myristoyl-CoA + reduced acceptor + O2
(Z)-11-tetradecenoyl-CoA + acceptor + 2 H2O
palmitic acid + NADH + ?
(Z)-hexadec-11-enoic acid + NAD+ + ?
-
-
-
-
?
palmitic acid + reduced acceptor + O2
(Z)-11-hexadecenoic acid + acceptor + 2 H2O
-
-
-
-
?
palmitic acid + reduced acceptor + O2
(Z)-hexadec-11-enoic acid + acceptor + 2 H2O
palmitic acid + reduced acceptor + O2
hexadec-11-enoic acid + acceptor + 2 H2O
palmitoyl-CoA + NADH + ?
(Z)-hexadec-11-enoyl-CoA + NAD+ + ?
-
-
-
-
?
stearic acid + NADH + ?
oleic acid + NAD+ + ?
-
18% of the activity with palmitic acid
-
-
?
stearoyl-CoA + reduced acceptor + O2
oleoyl-CoA + acceptor + 2 H2O
-
-
-
?
tetradecanoic acid + O2 + AH2
(11E)-tetradec-11-enoic acid + A + H2O
-
-
-
-
?
tridecanoyl-CoA + reduced acceptor + O2
(Z)-tridec-11-enoyl-CoA + (E)-tridec-11-enoyl-CoA + acceptor + 2 H2O
-
reaction involves a first slow, isotpe-sensitive C11-H bond cleavage, with probable formation of an unstable intermediate, followed by a second fast C12-H bond removal
-
-
?
additional information
?
-
methyl myristate + reduced electron acceptor + O2
methyl (11E)-tetradec-11-enoate + methyl (11Z)-tetradec-11-enoate + acceptor + H2O
-
-
-
-
?
methyl myristate + reduced electron acceptor + O2
methyl (11E)-tetradec-11-enoate + methyl (11Z)-tetradec-11-enoate + acceptor + H2O
-
in the ratio 7:1
-
?
myristoyl-CoA + reduced acceptor + O2
(Z)-11-tetradecenoyl-CoA + acceptor + 2 H2O
-
-
-
?
myristoyl-CoA + reduced acceptor + O2
(Z)-11-tetradecenoyl-CoA + acceptor + 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
-
?
myristoyl-CoA + reduced acceptor + O2
(Z)-11-tetradecenoyl-CoA + acceptor + 2 H2O
-
enzyme is involved in the biosynthesis of Spodoptera littoralis sex pheromone
-
?
myristoyl-CoA + reduced acceptor + O2
(Z)-11-tetradecenoyl-CoA + acceptor + 2 H2O
-
enzyme is involved in the biosynthesis of Spodoptera littoralis sex pheromone
-
?
palmitic acid + reduced acceptor + O2
(Z)-hexadec-11-enoic acid + acceptor + 2 H2O
-
pro-(R) C(11)-H and pro-(R) C(12)-H stereospecificity
-
-
?
palmitic acid + reduced acceptor + O2
(Z)-hexadec-11-enoic acid + acceptor + 2 H2O
-
pro-(R) C(11)-H and pro-(R) C(12)-H stereospecificity
-
-
?
palmitic acid + reduced acceptor + O2
(Z)-hexadec-11-enoic acid + acceptor + 2 H2O
-
-
-
?
palmitic acid + reduced acceptor + O2
hexadec-11-enoic acid + acceptor + 2 H2O
-
-
-
?
palmitic acid + reduced acceptor + O2
hexadec-11-enoic acid + acceptor + 2 H2O
enzyme is not involved in production of polyunsaturated fatty acids
-
-
?
additional information
?
-
-
the enzyme produces a mixture of Z/E11-14:acids and exhibits no activity with C16 and C18 saturated fatty acid precursors
-
-
?
additional information
?
-
-
several DELTA11-desaturase systems: one produces a large quantitiy of (Z)-11-hexadecenoic acid and another produces (E)_11-tetradecenoic acid
-
-
?
additional information
?
-
structure-function analysis determing the stereochemistry of the product formation. Residue E258 in the cytosolic carboxyl terminus of the protein is critical for the Z activity of the Choristoneura rosaceana desaturase
-
-
?
additional information
?
-
-
heterologous expression in yeast shows that Dpu-D11-LPAE produces large amounts of DELTA11-monoenoic acids, in particular the Z11-16:Me and Z11-18:Me in a 1.5:1 ratio. When supplemented with the Z9-16:Me, yeast extracts of Dpu-D112-LPAE contained no 9,11-16:Me, but contain small amounts of E9,Z11-and E9,E11-16:Me when supplemented with E9-16:Me
-
-
?
additional information
?
-
-
heterologous expression in yeast shows that Dpu-DELTA11-APSQ produces a series of mono-unsaturated products. These monoenes are identified as DELTA8-12:Me, DELTA 8-14:Me and DELTA 8-16:Me. When supplemented with the Z9-16:acid, yeast cells transformed with Dpu-DELTA11-APSQ do not produce the DELTA8-unsaturated fatty acid methyl esters, but produce significant amount of di-unsaturated 9,11-C16 methylesters
-
-
?
additional information
?
-
catalyses key reactions leading to mono- and di-unsaturated fatty acyl-moities
-
-
?
additional information
?
-
-
catalyses key reactions leading to mono- and di-unsaturated fatty acyl-moities
-
-
?
additional information
?
-
MsexAPTQ desaturase catalyses the production of Z11-hexadecenoate and (Z10,E12)- and (E10,E12)-hexadecadienoates via 1,4-desaturation of the Z11-16 substrate, in a stereospecific manner, GC-MS analysis of conjugated dienes formed by APTQ desaturase in recombinant Saccharomyces cerevisiae cells, overview
-
-
?
additional information
?
-
-
DELTA11-desaturase is involved in the biosynthesis of Z/E11-14:OAc
-
-
?
additional information
?
-
-
in the presence of tetradecanoic acid, only (E)-11-tetradecenoic acid is produced in Sf9 cells infected with recombinant baculoviruses expressing LATPG1. Sf9 cells infected with the control virus do not show DELTA11-desaturase activity
-
-
?
additional information
?
-
-
the enzyme produces a mixture of (E)-11- and (Z)-11-product
-
-
?
additional information
?
-
DELTA11-desaturase is involved in the biosynthesis of Z/E11-14:OAc
-
-
?
additional information
?
-
-
the enzyme produces a mixture of (E)-11- and (Z)-11-product
-
-
?
additional information
?
-
-
the enzyme is involved in the biosynthesis of Spodoptera littoralis sex pheromone
-
-
?
additional information
?
-
the recombinant enzyme expressed in yeast produces a mixture of E11-14:fatty acid, Z11-14:fatty acid, Z11-16:fatty acid and Z-11-18:fatty acid
-
-
?
additional information
?
-
-
substrate specificity, the enzyme catalyzes the formation of methylenecyclopropanes by enzymatic desaturation of 11-cyclopropylundecanoic acid and its disubstituted cis-and trans-derivatives 11-(cis-2-methylcyclopropyl)undecanoic acid, 11-(cis-2-ethylcyclopropyl)undecanoic acid, 11-(cis-2-propylcyclopropyl)undecanoic acid, 11-(trans-2-methylcyclopropyl)undecanoic acid, 11-(trans-2-ethylcyclopropyl)undecanoic acid, and 11-(trans-2-propylcyclopropyl)undecanoic acid, detailed overview
-
-
?
additional information
?
-
all unsaturated pheromone products are produced via a DELTA11 Z-desaturation mechanism
-
-
?
additional information
?
-
-
all unsaturated pheromone products are produced via a DELTA11 Z-desaturation mechanism
-
-
?
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
myristic acid + 2 ferrocytochrome b5 + O2 + 2 H+
(Z)-11-tetradecenoate + (E)-11-tetradecenoate + 2 ferricytochrome b5 + 2 H2O
-
-
-
?
myristoyl-CoA + reduced acceptor + O2
(Z)-11-tetradecenoyl-CoA + acceptor + 2 H2O
palmitic acid + reduced acceptor + O2
hexadec-11-enoic acid + acceptor + 2 H2O
enzyme is not involved in production of polyunsaturated fatty acids
-
-
?
stearoyl-CoA + reduced acceptor + O2
oleoyl-CoA + acceptor + 2 H2O
-
-
-
?
additional information
?
-
myristoyl-CoA + reduced acceptor + O2
(Z)-11-tetradecenoyl-CoA + acceptor + 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
-
?
myristoyl-CoA + reduced acceptor + O2
(Z)-11-tetradecenoyl-CoA + acceptor + 2 H2O
-
enzyme is involved in the biosynthesis of Spodoptera littoralis sex pheromone
-
?
myristoyl-CoA + reduced acceptor + O2
(Z)-11-tetradecenoyl-CoA + acceptor + 2 H2O
-
enzyme is involved in the biosynthesis of Spodoptera littoralis sex pheromone
-
?
additional information
?
-
-
heterologous expression in yeast shows that Dpu-D11-LPAE produces large amounts of DELTA11-monoenoic acids, in particular the Z11-16:Me and Z11-18:Me in a 1.5:1 ratio. When supplemented with the Z9-16:Me, yeast extracts of Dpu-D112-LPAE contained no 9,11-16:Me, but contain small amounts of E9,Z11-and E9,E11-16:Me when supplemented with E9-16:Me
-
-
?
additional information
?
-
-
heterologous expression in yeast shows that Dpu-DELTA11-APSQ produces a series of mono-unsaturated products. These monoenes are identified as DELTA8-12:Me, DELTA 8-14:Me and DELTA 8-16:Me. When supplemented with the Z9-16:acid, yeast cells transformed with Dpu-DELTA11-APSQ do not produce the DELTA8-unsaturated fatty acid methyl esters, but produce significant amount of di-unsaturated 9,11-C16 methylesters
-
-
?
additional information
?
-
catalyses key reactions leading to mono- and di-unsaturated fatty acyl-moities
-
-
?
additional information
?
-
-
catalyses key reactions leading to mono- and di-unsaturated fatty acyl-moities
-
-
?
additional information
?
-
-
DELTA11-desaturase is involved in the biosynthesis of Z/E11-14:OAc
-
-
?
additional information
?
-
DELTA11-desaturase is involved in the biosynthesis of Z/E11-14:OAc
-
-
?
additional information
?
-
-
the enzyme is involved in the biosynthesis of Spodoptera littoralis sex pheromone
-
-
?
additional information
?
-
all unsaturated pheromone products are produced via a DELTA11 Z-desaturation mechanism
-
-
?
additional information
?
-
-
all unsaturated pheromone products are produced via a DELTA11 Z-desaturation mechanism
-
-
?
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
16del_E
site-directed mutagenesis, the product E/Z isomer ratio is 33:67
A161G/T163M
site-directed mutagenesis, the product E/Z isomer ratio is 36:64
A88S
site-directed mutagenesis, the product E/Z isomer ratio is 32:68
E258D
site-directed mutagenesis, mutating the glutamic acid into aspartic acid transforms the Choristoneura rosaceana enzyme into a desaturase with Choristoneura parallela-like activity that produces an almost pure (E)-11-tetradecenoate product, the product E/Z isomer ratio is 86:14
F252L
site-directed mutagenesis, the product E/Z isomer ratio is 33:67
H116N/I118V
site-directed mutagenesis, the product E/Z isomer ratio is 42:58
I103M
site-directed mutagenesis, the product E/Z isomer ratio is 36:64
I174V
site-directed mutagenesis, the product E/Z isomer ratio is 35:65
I65V
site-directed mutagenesis, the product E/Z isomer ratio is 35:65
K286Q
site-directed mutagenesis, the product E/Z isomer ratio is 35:65
K309N
site-directed mutagenesis, the product E/Z isomer ratio is 34:66
L12M
site-directed mutagenesis, the product E/Z isomer ratio is 31:69
L19W
site-directed mutagenesis, the product E/Z isomer ratio is 34:66
L69I
site-directed mutagenesis, the product E/Z isomer ratio is 30:70
M250I/T251A
site-directed mutagenesis, the product E/Z isomer ratio is 35:65
N259S
site-directed mutagenesis, the product E/Z isomer ratio is 31:69
Q33E
site-directed mutagenesis, inactive mutant
S109A
site-directed mutagenesis, inactive mutant
T95A
site-directed mutagenesis, the product E/Z isomer ratio is 35:65
V321I
site-directed mutagenesis, the product E/Z isomer ratio is 35:65
W45G
site-directed mutagenesis, the product E/Z isomer ratio is 31:69
additional information
-
a second non-functional ezi-inserted desaturase gene exists in Ostrinia nubilalis. The non-functionality of ezi-inserted desaturase genes may not be a direct consequence of the insertion of an ezi- or ezi-like element into the gene
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
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
-
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
Tonon, T.; Harvey, D.; Qing, R.; Li, Y.; Larson, T.R.; Graham, I.A.
Identification of a fatty acid Delta11-desaturase from the microalga Thalassiosira pseudonana
FEBS Lett.
563
28-34
2004
Thalassiosira pseudonana (Q6RT18), Thalassiosira pseudonana
brenda
Rodriguez, F.; Hallahan, D.L.; Pickett, J.A.; Camps, F.
Characterization of the DELTA11-palmitoyl-CoA-desaturase from Spodoptera littoralis (Lepidoptera:Noctuidae)
Insect Biochem. Mol. Biol.
22
143-148
1992
Spodoptera littoralis
-
brenda
Svatos, A.; Kalinova, B.; Boland, W.
Stereochemistry of lepidopteran sex pheromone biosynthesis: a comparison of fatty acid-CoA DELTA11-(Z)-desaturases in Bombyx mori and Manduca sexta female moths
Insect Biochem. Mol. Biol.
29
225-232
1999
Bombyx mori, Manduca sexta
-
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
brenda
Rodriguez, S.; Hao, G.; Liu, W.; Pina, B.; Rooney, A.P.; Camps, F.; Roelofs, W.L.; Fabrias, G.
Expression and evolution of DELTA9 and DELTA11 desaturase genes in the moth Spodoptera littoralis
Insect Biochem. Mol. Biol.
34
1315-1328
2004
Spodoptera littoralis (Q6US81)
brenda
Wolf, W.A.; Roelofs, W.L.
Reinvestigation confirms action of DELTA11-desaturases in spruce budworm moth sex pheromone biosynthesis
J. Chem. Ecol.
13
1019-1027
1987
Choristoneura fumiferana
brenda
Hao, G.; O'Connor, M.; Liu, W.; Roelofs, W.L.
Characterization of Z/E11- and Z9-desaturases from the obliquebanded leafroller moth, Choristoneura rosaceana
J. Insect Sci.
2
26
2002
Choristoneura rosaceana (Q8ISS3), Choristoneura rosaceana
brenda
Abad, J.L.; Villorbina, G.; Fabrias, G.; Camps, F.
Synthesis and use of stereospecifically deuterated analogues of palmitic acid to investigate the stereochemical course of the DELTA11 desaturase of the processionary moth
J. Org. Chem.
69
7108-7113
2004
Thaumetopoea pityocampa
brenda
Abad, J.L.; Villorbina, G.; Fabrias, G.; Camps, F.
Synthesis of fluorinated analogs of myristic acid as potential inhibitors of Egyptian armyworm (Spodoptera littoralis) DELA11 desaturase
Lipids
38
865-871
2003
Spodoptera littoralis
brenda
Knipple, D.C.; Rosenfield, C.L.; Miller, S.J.; Liu, W.; Tang, J.; Ma, P.W.; Roelofs, W.L.
Cloning and functional expression of a cDNA encoding a pheromone gland-specific acyl-CoA DELTA11-desaturase of the cabbage looper moth,Trichoplusia ni
Proc. Natl. Acad. Sci. USA
95
15287-15292
1998
Trichoplusia ni (O44390), Trichoplusia ni
brenda
Serra, M.; Pina, B.; Bujons, J.; Camps, F.; Fabrias, G.
Biosynthesis of 10,12-dienoic fatty acids by a bifunctional DELTA11 desaturase in Spodoptera littoralis
Insect Biochem. Mol. Biol.
36
634-641
2006
Spodoptera littoralis
brenda
Serra, M.; Gauthier, L.T.; Fabrias, G.; Buist, P.H.
DELTA11 desaturases of Trichoplusia ni and Spodoptera littoralis exhibit dual catalytic behaviour
Insect Biochem. Mol. Biol.
36
822-825
2006
Spodoptera littoralis, Trichoplusia ni
brenda
Fukuzawa, M.; Fu, X.; Tatsuki, S.; Ishikawa, Y.
cDNA cloning and in situ hybridization of DELTA11-desaturase, a key enzyme of pheromone biosynthesis in Ostrinia scapulalis (Lepidoptera: Crambidae)
J. Insect Physiol.
52
430-435
2006
Ostrinia scapulalis
brenda
Matouskova, P.; Pichova, I.; Svatos, A.
Functional characterization of a desaturase from the tobacco hornworm moth (Manduca sexta) with bifunctional Z11- and 10,12-desaturase activity
Insect Biochem. Mol. Biol.
37
601-610
2007
Manduca sexta (Q4A181)
brenda
Villorbina, G.; Roura, L.; Camps, F.; Joglar, J.; Fabrias, G.
Enzymatic desaturation of fatty acids: DELTA11 desaturase activity on cyclopropane acid probes
J. Org. Chem.
68
2820-2829
2003
Spodoptera littoralis
brenda
Lienard, M.A.; Strandh, M.; Hedenstroem, E.; Johansson, T.; Loefstedt, C.
Key biosynthetic gene subfamily recruited for pheromone production prior to the extensive radiation of Lepidoptera
BMC Evol. Biol.
8
270
2008
Lampronia capitella (B6CBS5), Lampronia capitella
brenda
Sakai, R.; Fukuzawa, M.; Nakano, R.; Tatsuki, S.; Ishikawa, Y.
Alternative suppression of transcription from two desaturase genes is the key for species-specific sex pheromone biosynthesis in two Ostrinia moths
Insect Biochem. Mol. Biol.
39
62-67
2009
Ostrinia furnacalis, Ostrinia scapulalis (Q2V0N6)
brenda
Lienard, M.A.; Lassance, J.M.; Wang, H.L.; Zhao, C.H.; Piskur, J.; Johansson, T.; Loefstedt, C.
Elucidation of the sex-pheromone biosynthesis producing 5,7-dodecadienes in Dendrolimus punctatus (Lepidoptera: Lasiocampidae) reveals DELTA 11- and DELTA 9-desaturases with unusual catalytic properties
Insect Biochem. Mol. Biol.
40
440-452
2010
Dendrolimus punctatus
brenda
Fujii, T.; Ito, K.; Tatematsu, M.; Shimada, T.; Katsuma, S.; Ishikawa, Y.
Sex pheromone desaturase functioning in a primitive Ostrinia moth is cryptically conserved in congeners genomes
Proc. Natl. Acad. Sci. USA
108
7102-7106
2011
Ostrinia latipennis
brenda
Fujii, T.; Suzuki, M.G.; Katsuma, S.; Ito, K.; Rong, Y.; Matsumoto, S.; Ando, T.; Ishikawa, Y.
Discovery of a disused desaturase gene from the pheromone gland of the moth Ascotis selenaria, which secretes an epoxyalkenyl sex pheromone
Biochem. Biophys. Res. Commun.
441
849-855
2013
Ascotis selenaria (A9ZSZ6)
brenda
Koebloes, G.; Danko, T.; Sipos, K.; Geiger, A.; Szlanka, T.; Fodor, J.; Fonagy, A.
The regulation of DELTA11-desaturase gene expression in the pheromone gland of Mamestra brassicae (Lepidoptera, Noctuidae) during pheromonogenesis
Gen. Comp. Endocrinol.
221
217-227
2015
Mamestra brassicae (A9YRX6)
brenda
Fujii, T.; Yasukochi, Y.; Rong, Y.; Matsuo, T.; Ishikawa, Y.
Multiple DELTA11-desaturase genes selectively used for sex pheromone biosynthesis are conserved in Ostrinia moth genomes
Insect Biochem. Mol. Biol.
61
62-68
2015
Ostrinia scapulalis, Ostrinia nubilalis
brenda
Ding, B.J.; Carraher, C.; Loefstedt, C.
Sequence variation determining stereochemistry of a DELTA11 desaturase active in moth sex pheromone biosynthesis
Insect Biochem. Mol. Biol.
74
68-75
2016
Choristoneura rosaceana (Q8ISS3)
brenda