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Information on EC 1.1.1.195 - cinnamyl-alcohol dehydrogenase
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EC Tree
1.1.1.195 cinnamyl-alcohol dehydrogenaseIUBMB Comments
Acts on coniferyl alcohol, sinapyl alcohol, 4-coumaryl alcohol and cinnamyl alcohol (cf. EC 1.1.1.194 coniferyl-alcohol dehydrogenase).
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Word Map
- 1.1.1.195
- lignin
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lignification
- monolignols
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phenylpropanoids
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sinapyl
- xylem
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coniferyl
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ammonia-lyase
- cinnamoyl-coa
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caffeic
- coniferaldehyde
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guaiacyl
- sinapaldehyde
- eucalyptus
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cinnamoyl
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hydroxycinnamyl
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linum
- taeda
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p-coumaryl
- cinnamaldehydes
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syringyl
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loblolly
- biofuel production
- nutrition
- industry
- biotechnology
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4-coumarate-coa
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4.3.1.5
- synthesis
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thioacidolysis
- 4-coumarate
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3-o-methyltransferase
- podophyllotoxin
- agriculture
- gunnii
The expected taxonomic range for this enzyme is: Eukaryota, Bacteria, Archaea
Synonyms
cinnamyl alcohol dehydrogenase, cad11, cinnamyl-alcohol dehydrogenase, cinnamyl alcohol dehydrogenases, scadh6p, tacad12, atcad4, cinnamyl alcohol dehydrogenase 2, cad10, ptocad1, 
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
BdCAD1
Brown-midrib 1 protein
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CAD
CAD 7/8
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CAD1
CAD12
CAD2
CAD3
CAD4
CAD5
CAD6
CAD7
CAD8
CAD9
cinnamyl alcohol dehydrogenase
cinnamyl alcohol dehydrogenase 1
cinnamyl alcohol dehydrogenase 2
dehydrogenase, cinnamyl alcohol
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additional information
the enzyme belongs to the CAD protein family
CAD
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CAD
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CAD2
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cinnamyl alcohol dehydrogenase
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cinnamyl alcohol dehydrogenase
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
cinnamyl alcohol + NADP+ = cinnamaldehyde + NADPH + H+
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cinnamyl alcohol + NADP+ = cinnamaldehyde + NADPH + H+
random mechanism
cinnamyl alcohol + NADP+ = cinnamaldehyde + NADPH + H+
A-specific enzyme
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cinnamyl alcohol + NADP+ = cinnamaldehyde + NADPH + H+
acts stereospecifically on the pro-R-hydrogen atom of coniferyl alcohol
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cinnamyl alcohol + NADP+ = cinnamaldehyde + NADPH + H+
active site structure
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cinnamyl alcohol + NADP+ = cinnamaldehyde + NADPH + H+
catalytic reaction mechanism, substrate and cofactor binding structure
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
oxidation
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redox reaction
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reduction
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PATHWAY SOURCE
PATHWAYS
BRENDA
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SYSTEMATIC NAME
IUBMB Comments
cinnamyl-alcohol:NADP+ oxidoreductase
Acts on coniferyl alcohol, sinapyl alcohol, 4-coumaryl alcohol and cinnamyl alcohol (cf. EC 1.1.1.194 coniferyl-alcohol dehydrogenase).
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CAS REGISTRY NUMBER
COMMENTARY
55467-36-2
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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
2,4-dimethylcinnamyl alcohol + NADP+
2,4-dimethylcinnamaldehyde + NADPH
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?
2-propanol + NADP+
? + NADPH + H+
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2-propanol can be also used in the cofactor recycling catalytic system as co-solvent like ethanol, but at the same time cinnamaldehyde conversion is lower (85%) and cinnamyl alcohol production is accordingly lower
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?
3,4-methylenedioxycinnamyl alcohol + NADP+
3,4-methylenedioxycinnamaldehyde + NADPH
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?
3-methoxybenzylalcohol + NADP+
3-methoxybenzaldehyde + NADPH
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?
4-bromocinnamyl alcohol + NADP+
4-bromocinnamaldehyde + NADPH
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?
4-chlorocinnamyl alcohol + NADP+
4-chlorocinnamaldehyde + NADPH
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?
4-methoxybenzylalcohol + NADP+
4-methoxybenzaldehyde + NADPH
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?
4-methoxycinnamyl alcohol + NADP+
4-methoxycinnamaldehyde + NADPH
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?
4-methylcinnamyl alcohol + NADP+
4-methylcinnamaldehyde + NADPH
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?
5-hydroxyconiferyl aldehyde + NADP+
5-hydroxyconiferyl alcohol + NADPH + H+
very low activity
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?
5-hydroxyconiferyl aldehyde + NADPH
5-hydroxyconiferyl alcohol + NADP+
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r
5-hydroxyconiferyl aldehyde + NADPH + H+
5-hydroxyconiferyl alcohol + NADP+
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r
5-hydroxyconiferylaldehyde + NADP+
5-hydroxyconiferyl alcohol + NADPH + H+
very low activity
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?
5-hydroxyconiferylaldehyde + NADPH + H+
5-hydroxyconiferyl alcohol + NADP+
lowest catalytic efficiency
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?
artemisinic aldehyde + NADPH + H+
artemisinic alcohol + NADP+
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?
benzaldehyde + NADP+
benzoic acid + NADPH
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the enzyme also shows dismutase activity
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?
benzyl alcohol + NADP+
benzylaldehyde + NADPH + H+
slight activity
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r
caffeylaldehyde + NADP+
caffeyl alcohol + NADPH + H+
low activity
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?
caffeylaldehyde + NADPH + H+
caffeyl alcohol + NADP+
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?
cinnamyl aldehyde + NADPH
cinnamyl alcohol + NADP+
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r
coumaryl aldehyde + NADPH + H+
coumaryl alcohol + NADP+
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r
p-coumarylaldehyde + NADPH + H+
p-coumaryl alcohol + NADP+
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?
3,4-dimethoxycinnamyl alcohol + NADP+
3,4-dimethoxycinnamaldehyde + NADPH
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?
3,4-dimethoxycinnamyl alcohol + NADP+
3,4-dimethoxycinnamaldehyde + NADPH
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r
3,4-dimethoxycinnamyl alcohol + NADP+
3,4-dimethoxycinnamaldehyde + NADPH
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?
4-coumaryl aldehyde + NADPH + H+
4-coumaryl alcohol + NADP+
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?
4-coumaryl aldehyde + NADPH + H+
4-coumaryl alcohol + NADP+
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?
4-coumaryl aldehyde + NADPH + H+
4-coumaryl alcohol + NADP+
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?
4-coumarylaldehyde + NADPH + H+
4-coumaryl alcohol + NADP+
catalytic preference for 4-coumaraldehyde
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?
4-coumarylaldehyde + NADPH + H+
4-coumaryl alcohol + NADP+
high catalytic efficiency
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?
benzyl alcohol + NADP+
benzaldehyde + NADPH + H+
CAD4 displays slight activity for benzoyl alcohol
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?
cinnamaldehyde + NADH + H+
cinnamyl alcohol + NAD+
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cofactor recycling catalytic system in which ADH reduces cinnamaldehyde to cinnamyl alcohol (oxidizing NADH to NAD+). THe NAD+ produced is then recycled by ADH at expense of ethanol, which acts as co-solvent for both substrate and product, and is present in large excess to force the whole process toward cinnamaldehyde reduction. Also, elimination of the obtained dehydrogenation product acetaldehyde drives cinnamaldehyde reduction toward completion. 1-2 mM is the ideal starting cinnamaldehyde concentration
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cinnamaldehyde + NADPH
cinnamyl alcohol + NADP+
key enzyme in lignin biosynthesis
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?
cinnamaldehyde + NADPH
cinnamyl alcohol + NADP+
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involved in lignin biosynthesis
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?
cinnamaldehyde + NADPH + H+
cinnamyl alcohol + NADP+
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r
cinnamaldehyde + NADPH + H+
cinnamyl alcohol + NADP+
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?