1.2.1.B25: long-chain-fatty-acyl-CoA reductase
This is an abbreviated version!
For detailed information about long-chain-fatty-acyl-CoA reductase, go to the full flat file.
Reaction
Synonyms
Acr, aldehyde-forming fatty acyl-CoA reductase, cACR, cyanobacterial acyl-CoA reductase, FAR1, FAR4, FAR5, FAR6, long-chain ACR
ECTree
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Substrates Products
Substrates Products on EC 1.2.1.B25 - long-chain-fatty-acyl-CoA reductase
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REACTION DIAGRAM
oleoyl-CoA + NADPH
(9Z)-octadecenal + CoA + NADP+
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low activity
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-
?
a long-chain aldehyde + CoA + NADP+
recombinant protein nearly exclusively produces C18:0 fatty alcohol
aldehyde intermediate is immediately reduced into the corresponding alcohol, chain lengths of primary alcohols produced by FAR heterologous expression in yeast are consistent with the chain lengths of primary alcohols found in Arabidopsis suberin
-
?
a long-chain fatty acyl-CoA + NADPH + H+
a long-chain aldehyde + CoA + NADP+
recombinant protein produces C18:0 and C20:0 fatty alcohols
aldehyde intermediate is immediately reduced into the corresponding alcohol, chain lengths of primary alcohols produced by FAR heterologous expression in yeast are consistent with the chain lengths of primary alcohols found in Arabidopsis suberin
-
?
a long-chain fatty acyl-CoA + NADPH + H+
a long-chain aldehyde + CoA + NADP+
recombinant protein produces C18:0 and C22:0 fatty alcohols, C16:0-OH, C20:0-OH, and C24:0-OH also detectable
aldehyde intermediate is immediately reduced into the corresponding alcohol, chain lengths of primary alcohols produced by FAR heterologous expression in yeast are consistent with the chain lengths of primary alcohols found in Arabidopsis suberin
-
?
dodecanoyl-CoA + NADPH
dodecanal + CoA + NADP+
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low activity
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-
?
hexadecanal + CoA + NADP+
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low activity
-
-
?
hexadecanoyl-CoA + NADPH + H+
hexadecanal + CoA + NADP+
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low activity
-
-
?
stearoyl-CoA + NADPH
octadecanal + CoA + NADP+
-
best substrate. When the enzyme is incubated with both stearoyl-CoA and NADPH, the acyl-enzyme accumulates to comprise about 50% of the enzyme. This observation suggests that the rates of acylation and reduction are approximately the same
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-
?
stearoyl-CoA + NADPH
octadecanal + CoA + NADP+
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best substrate. When the enzyme is incubated with both stearoyl-CoA and NADPH, the acyl-enzyme accumulates to comprise about 50% of the enzyme. This observation suggests that the rates of acylation and reduction are approximately the same
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-
?
?
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detailed analysis of FAR6 gene promotor
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-
?
additional information
?
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the enzyme cACR is specific for NADPH and specifically catalyzes the reduction of fatty acyl-CoA esters to the corresponding aldehydes, rather than alcohols. Stearoyl-CoA is the most effective substrate, being reduced more rapidly than either longer or shorter chain acyl-CoAs. The enzyme is acylated on incubation with stearoyl-CoA, suggesting that the reduction occurs through an enzyme-thioester intermediate, cf. EC 1.2.1.50, formation of an acyl thioester on an active site cysteinyl residue as an intermediate in the mechanism of reduction. No activity with octanoyl-CoA
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-
?
additional information
?
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-
the enzyme cACR is specific for NADPH and specifically catalyzes the reduction of fatty acyl-CoA esters to the corresponding aldehydes, rather than alcohols. Stearoyl-CoA is the most effective substrate, being reduced more rapidly than either longer or shorter chain acyl-CoAs. The enzyme is acylated on incubation with stearoyl-CoA, suggesting that the reduction occurs through an enzyme-thioester intermediate, cf. EC 1.2.1.50, formation of an acyl thioester on an active site cysteinyl residue as an intermediate in the mechanism of reduction. No activity with octanoyl-CoA
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-
?