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IUBMB Comments The enzymes from the plants Coriandrum sativum (coriander) and Hedera helix (English ivy) are involved in biosynthesis of petroselinate [(6Z)-octadec-6-enoate], which is formed by elongation of (4Z)-hexadec-4-enoate. The ivy enzyme can also act on oleoyl-[acyl-carrier protein] and palmitoleoyl-[acyl-carrier protein], generating the corresponding 4,9-diene.
The enzyme appears in viruses and cellular organisms
Reaction Schemes
+
2
reduced ferredoxin [iron-sulfur] cluster
+
+
2
=
+
2
oxidized ferredoxin [iron-sulfur] cluster
+
2
Synonyms
4PAD, A9-palmitoyl-ACP desaturase, DELTA4-16:0-ACP desaturase, DELTA4-palmitoyl-ACP desaturase, DELTA4-palmitoyl-acyl carrier protein desaturase, DELTA4-palmitoyl-[acyl carrier protein] desaturase, palmitoyl-[acyl-carrier-protein] 4-desaturase,
more
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A9-palmitoyl-ACP desaturase
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DELTA4-16:0-ACP desaturase
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-
DELTA4-palmitoyl-ACP desaturase
DELTA4-palmitoyl-acyl carrier protein desaturase
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DELTA4-palmitoyl-[acyl carrier protein] desaturase
palmitoyl-[acyl-carrier-protein] 4-desaturase
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-
-
-
DELTA4-palmitoyl-ACP desaturase
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DELTA4-palmitoyl-ACP desaturase
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-
DELTA4-palmitoyl-[acyl carrier protein] desaturase
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-
-
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DELTA4-palmitoyl-[acyl carrier protein] desaturase
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palmitoyl-[acyl-carrier protein] + 2 reduced ferredoxin [iron-sulfur] cluster + O2 + 2 H+ = (4Z)-hexadec-4-enoyl-[acyl-carrier protein] + 2 oxidized ferredoxin [iron-sulfur] cluster + 2 H2O
-
-
-
-
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palmitoyl-[acyl-carrier protein],reduced acceptor:oxygen oxidoreductase (4,5 cis-dehydrogenating)
The enzymes from the plants Coriandrum sativum (coriander) and Hedera helix (English ivy) are involved in biosynthesis of petroselinate [(6Z)-octadec-6-enoate], which is formed by elongation of (4Z)-hexadec-4-enoate. The ivy enzyme can also act on oleoyl-[acyl-carrier protein] and palmitoleoyl-[acyl-carrier protein], generating the corresponding 4,9-diene.
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oleoyl-[acyl-carrier protein] + reduced acceptor + O2
(4Z,9Z)-octadec-4,9-dienoyl-[acyl-carrier protein] + acceptor + H2O
-
-
-
-
?
palmitoleoyl-[acyl-carrier protein] + reduced acceptor + O2
(4Z,9Z)-hexadec-4,9-dienoyl-[acyl-carrier protein] + acceptor + H2O
-
-
-
-
?
palmitoyl-[acyl-carrier protein] + reduced acceptor + O2
(4Z)-hexadec-4-enoyl-[acyl-carrier protein] + acceptor + H2O
stearoyl-[acyl-carrier protein] + reduced acceptor + O2
?
-
desaturation occurs at the DELTA9 position
-
-
?
palmitoyl-[acyl-carrier protein] + reduced acceptor + O2
(4Z)-hexadec-4-enoyl-[acyl-carrier protein] + acceptor + H2O
-
-
-
?
palmitoyl-[acyl-carrier protein] + reduced acceptor + O2
(4Z)-hexadec-4-enoyl-[acyl-carrier protein] + acceptor + H2O
-
-
-
-
?
palmitoyl-[acyl-carrier protein] + reduced acceptor + O2
(4Z)-hexadec-4-enoyl-[acyl-carrier protein] + acceptor + H2O
-
-
-
-
?
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oleoyl-[acyl-carrier protein] + reduced acceptor + O2
(4Z,9Z)-octadec-4,9-dienoyl-[acyl-carrier protein] + acceptor + H2O
-
-
-
-
?
palmitoleoyl-[acyl-carrier protein] + reduced acceptor + O2
(4Z,9Z)-hexadec-4,9-dienoyl-[acyl-carrier protein] + acceptor + H2O
-
-
-
-
?
palmitoyl-[acyl-carrier protein] + reduced acceptor + O2
(4Z)-hexadec-4-enoyl-[acyl-carrier protein] + acceptor + H2O
stearoyl-[acyl-carrier protein] + reduced acceptor + O2
?
-
desaturation occurs at the DELTA9 position
-
-
?
palmitoyl-[acyl-carrier protein] + reduced acceptor + O2
(4Z)-hexadec-4-enoyl-[acyl-carrier protein] + acceptor + H2O
-
-
-
?
palmitoyl-[acyl-carrier protein] + reduced acceptor + O2
(4Z)-hexadec-4-enoyl-[acyl-carrier protein] + acceptor + H2O
-
-
-
-
?
palmitoyl-[acyl-carrier protein] + reduced acceptor + O2
(4Z)-hexadec-4-enoyl-[acyl-carrier protein] + acceptor + H2O
-
-
-
-
?
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0.002
oleoyl-[acyl-carrier protein]
-
pH and temperature not specified in the publication
0.0021
palmitoleoyl-[acyl-carrier protein]
-
pH and temperature not specified in the publication
0.0015
palmitoyl-[acyl-carrier protein]
-
pH and temperature not specified in the publication
0.0015
stearoyl-[acyl-carrier protein]
-
pH and temperature not specified in the publication
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0.004
oleoyl-[acyl-carrier protein]
-
pH and temperature not specified in the publication
0.048
palmitoleoyl-[acyl-carrier protein]
-
pH and temperature not specified in the publication
0.25
palmitoyl-[acyl-carrier protein]
-
pH and temperature not specified in the publication
0.17
stearoyl-[acyl-carrier protein]
-
pH and temperature not specified in the publication
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SwissProt
brenda
English ivy
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brenda
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brenda
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brenda
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brenda
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brenda
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brenda
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brenda
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36000
x * 36000, SDS-PAGE
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Poros 20 CM column chromatography and G-300SW gel filtration
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expressed in Arabidopsis thaliana
expressed in Escherichia coli BL21 cells and leaf discs of Nicotiana tabacum
expressed in Escherichia coli BL21 DE3 Gold cells and in Arabidopsis thaliana
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expressed in Nicotiana tabacum cells
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Mi, J.; Jeong, S.; Kim, J.; Suh, M.
Genomic structures and characterization of the 5'-flanking regions of acyl carrier protein and DELTA4-palmitoyl-ACP desaturase genes from Coriandrum sativum
Biochim. Biophys. Acta
1730
235-244
2005
Coriandrum sativum (P32063), Coriandrum sativum
brenda
Whittle, E.; Cahoon, E.; Subrahmanyam, S.; Shanklin, J.
A multifunctional acyl-acyl carrier protein desaturase from Hedera helix L. (English ivy) can synthesize 16- and 18-carbon monoene and diene products
J. Biol. Chem.
280
28169-28176
2005
Hedera helix
brenda
Suh, M.; Schultz, D.; Ohlrogge, J.
Isoforms of acyl carrier protein involved in seed-specific fatty acid synthesis
Plant J.
17
679-688
1999
Thunbergia alata, Coriandrum sativum (P32063)
brenda
Cahoon, E.; Ohlrogge, J.
Metabolic evidence for the involvement of a DELTA4-palmitoyl-acyl carrier protein desaturase in petroselinic acid synthesis in coriander endosperm and transgenic tobacco cells
Plant Physiol.
104
827-837
1994
Coriandrum sativum (P32063)
brenda
Cahoon, E.; Shanklin, J.; Ohlrogge, J.
Expression of a coriander desaturase results in petroselinic acid production in transgenic tobacco
Proc. Natl. Acad. Sci. USA
89
11184-11188
1992
Coriandrum sativum (P32063)
brenda
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