1.2.1.50: long-chain acyl-protein thioester reductase
This is an abbreviated version!
For detailed information about long-chain acyl-protein thioester reductase, go to the full flat file.
Word Map on EC 1.2.1.50
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1.2.1.50
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plasmalogens
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phosphoreum
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preputial
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photobacterium
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ether-linked
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aquaeolei
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biotechnology
- 1.2.1.50
- plasmalogens
- phosphoreum
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preputial
-
photobacterium
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ether-linked
- aquaeolei
- biotechnology
Reaction
Synonyms
acyl coenzyme A reductase, acyl-CoA reductase, AmFAR1, CER4, CpFAS1-R, FACoAR, FAR1, FAR2, FAR3, FAR6, FAR8, fatty acyl-CoA reductase, fatty acyl-CoA reductase 1, fatty acyl-CoA reductase 2, fatty acyl-CoA reductase 3, fatty acyl-CoA reductase 6, fatty acyl-CoA reductase 8, long-chain-fatty-acyl-CoA reductase
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Substrates Products
Substrates Products on EC 1.2.1.50 - long-chain acyl-protein thioester reductase
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REACTION DIAGRAM
a long-chain acyl-CoA + NADPH + H+
a long-chain aldehyde + CoA + NADP+
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a long-chain fatty acyl-CoA + NADPH + H+
a long-chain aldehyde + CoA + NADP+
AmFAR1 converts saturated fatty acids ranging from 16 to 22 carbon chains to their corresponding alcohols with the highest conversion efficiency shown on 18:0, AmFAR1 also shows some activities on ricinoleic acid, 16:1n-7 and 18:1n-9
aldehyde intermediate is immediately reduced to the corresponding alcohol
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arachidonoyl-CoA + NADPH + H+
(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenal + CoA + NADP+
Marinobacter nauticus
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further reduction of (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenal into the corresponding (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraen-1-ol
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erucoyl-CoA + NADPH + H+
(13Z)-docos-13-enal + CoA + NADP+
Marinobacter nauticus
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erucoyl-CoA i.e. (13Z)-docos-13-enoyl-CoA
further direct reduction of (13Z)-docos-13-enal into the corresponding (13Z)-docos-13-en-1-ol
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?
fatty acyl-CoA + NADPH + H+
fatty aldehyde + CoA + NADP+
Marinobacter nauticus
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reaction intermediate, enzyme converts fatty acyl-CoA directly into the corresponding fatty alcohol by four-electron reduction, free fatty aldehyde intermediate is not accessible
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icosanoyl-CoA + NADPH + H+
icosanal + CoA + NADP+
Marinobacter nauticus
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further direct reduction of icosanal into the corresponding icosan-1-ol
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lauroyl-CoA + NADPH + H+
dodecanal + CoA + NADP+
Marinobacter nauticus
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further reduction of dodecanal into the corresponding dodecan-1-ol
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myristoyl-CoA + NADPH + H+
tetradecanal + CoA + NADP+
Marinobacter nauticus
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further reduction of tetradecanal into the corresponding tetradecan-1-ol
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octanoyl-CoA + NADPH + H+
octanal + NADP+
Marinobacter nauticus
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further reduction of octanal into the corresponding octan-1-ol
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palmitoleoyl-CoA + NADPH + H+
(9Z)-hexadec-9-enal + CoA + NADP+
Marinobacter nauticus
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further reduction of (9Z)-hexadec-9-enal into the corresponding (9Z)-hexadec-9-en-1-ol
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palmitoyl-ACP + NADPH
1-hexadecanol + acyl-carrier protein + NADP+
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the recombinant acyl-CoA reductase from Simmondsia chinensis exhibits a specificty to palmitoyl-ACP and not palmitoyl-CoA when expressed in Escherichia coli
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palmitoyl-[acyl-carrier protein] + NADPH + H+
hexadecanal + [acyl-carrier protein] + NADP+
Marinobacter nauticus
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further direct reduction of hexadecanal into the corresponding hexadecan-1-ol
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ricinoleoyl-CoA + NADPH + H+
(9Z,12R)-12-hydroxyoctadec-9-enal + CoA + NADP+
Marinobacter nauticus
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ricinoleoyl-CoA i.e. (9Z,12R)-12-hydroxyoctadec-9-enoyl-CoA
further direct reduction of (9Z,12R)-12-hydroxyoctadec-9-enal into the corresponding (9Z,12R)-octadec-9-ene-1,12-diol
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stearoyl-CoA + NADP+
octadecanal + CoA + NADPH
44% of the activity with myristoyl-CoA
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tetraeicos-cis-15-enoyl-CoA + NADPH
tetraeicos-cis-15-en-1-ol + CoA + NADP+
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eicosanal + CoA + NADPH
29% of the activity with NADPH
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arachidoyl-CoA + NADP+
eicosanal + CoA + NADPH
29% of the activity with NADPH
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dodecanal + CoA + NADPH
33% of the activity with myristoyl-CoA
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lauroyl-CoA + NADP+
dodecanal + CoA + NADPH
33% of the activity with myristoyl-CoA
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(9Z)-octadec-9-enal + CoA + NADP+
Marinobacter nauticus
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further direct reduction of (9Z)-octadec-9-enal into the corresponding (9Z)-octadec-9-en-1-ol
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oleoyl-CoA + NADPH + H+
(9Z)-octadec-9-enal + CoA + NADP+
Marinobacter nauticus
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further reduction of (9Z)-octadec-9-enal into the corresponding (9Z)-octadec-9-en-1-ol
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hexadecanal + CoA + NADPH
90% of the activity with myristoyl-CoA
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palmitoyl-CoA + NADP+
hexadecanal + CoA + NADPH
90% of the activity with myristoyl-CoA
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palmitoyl-CoA + NADPH + H+
hexadecanal + CoA + NADP+
Marinobacter nauticus
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further direct reduction of hexadecanal into the corresponding hexadecan-1-ol
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palmitoyl-CoA + NADPH + H+
hexadecanal + CoA + NADP+
Marinobacter nauticus
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further reduction of hexadecanal into the corresponding hexadecan-1-ol
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octadecanal + CoA + NADP+
Marinobacter nauticus
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further direct reduction of octadecanal into the corresponding octadecan-1-ol
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stearoyl-CoA + NADPH + H+
octadecanal + CoA + NADP+
Marinobacter nauticus
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further reduction of octadecanal into the corresponding octadecan-1-ol
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tetradecanoyl-CoA + NADPH + H+
tetradecanal + CoA + NADP+
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tetradecanoyl-CoA + NADPH + H+
tetradecanal + CoA + NADP+
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substrates with carbon chain lengths shorter thah 8 do not show any activity
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additional information
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substrates with carbon chain lengths shorter thah 8 do not show any activity
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additional information
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substrates with carbon chain lengths shorter thah 8 do not show any activity
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additional information
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no activity observed on 18:2n-6 and 18:3n-3
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additional information
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no activity observed on 18:2n-6 and 18:3n-3
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additional information
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catalyses the formation of a fatty alcohol from an acyl-CoA
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additional information
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catalyses the formation of a fatty alcohol from an acyl-CoA
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additional information
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catalyses the formation of a fatty alcohol from an acyl-CoA
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additional information
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catalyses the formation of a fatty alcohol from an acyl-CoA
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additional information
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catalyses the formation of a fatty alcohol from an acyl-CoA
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additional information
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enzyme only utilizes very long chain fatty acyl-CoAs as substrates, with activity on C26 > C24 > C22 > C20, but no activity on C18 and C16, enzyme is capable of using NADPH and NADH as electron donors, but prefers NADPH to NADH
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additional information
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Marinobacter nauticus
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in contrast to other prokaryotes, the enzyme performs the two reduction steps from acyl-CoA to fatty alcohol in a single step which is typical for eukaryotes
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additional information
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Marinobacter nauticus
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no reaction product detected with NADH or free fatty acids
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additional information
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Marinobacter nauticus
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shorter acyl chains than 16 carbon are less effectively utilized and with these substrates substantial amounts of both free fatty acids and fatty aldehyde are formed
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