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Information on EC 1.1.1.223 - isopiperitenol dehydrogenase
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1.1.1.223 isopiperitenol dehydrogenaseIUBMB Comments
Acts on (-)-trans-isopiperitenol, (+)-trans-piperitenol and (+)-trans-pulegol. Involved in the biosynthesis of menthol and related monoterpenes in peppermint (Mentha piperita) leaves.
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The enzyme appears in viruses and cellular organisms
Synonyms
(2)-isopiperitenol dehydrogenase, isopiperitenol dehydrogenase 1, isopiperitenol dehydrogenase 2, ISPD1, ISPD2, PK-ISPD1, PK-ISPD2, PT-ISPD2, 
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
isopiperitenol dehydrogenase 1
isopiperitenol dehydrogenase 2
ISPD1
ISPD2
PK-ISPD1
PK-ISPD2
PT-ISPD2
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
(-)-trans-isopiperitenol + NAD+ = (-)-isopiperitenone + NADH + H+
-
-
-
-
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
oxidation
redox reaction
-
-
-
-
reduction
-
-
-
-
oxidation
-
-
-
-
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PATHWAY SOURCE
PATHWAYS
MetaCyc
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SYSTEMATIC NAME
IUBMB Comments
(-)-trans-isopiperitenol:NAD+ oxidoreductase
Acts on (-)-trans-isopiperitenol, (+)-trans-piperitenol and (+)-trans-pulegol. Involved in the biosynthesis of menthol and related monoterpenes in peppermint (Mentha piperita) leaves.
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CAS REGISTRY NUMBER
COMMENTARY
96595-05-0
-
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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
(+)-isomenthol + NAD+
(+)-isomenthone + NADH
-
activity less than 2% of that of (-)-trans-isopiperitenol
-
-
?
(+)-trans-isopiperitenol + NAD+
(+)-isopiperitenone + NADH
-
95% activity of that of (-)-trans-isopiperitenol
-
?
(+)-trans-pulegol + NAD+
(R)-pulegone + NADH
-
19% activity of that of (-)-trans-isopiperitenol
-
-
?
(-)-trans-isopiperitenol + NADP+
(-)-isopiperitenone + NADPH + H+
-
-
-
-
?
(-)-cis-isopiperitenol + NAD+
(-)-isopiperitenone + NADH + H+
-
-
-
r
(-)-cis-isopiperitenol + NAD+
(-)-isopiperitenone + NADH + H+
-
-
-
ir
(-)-cis-isopiperitenol + NAD+
(-)-isopiperitenone + NADH + H+
-
-
-
ir
(-)-cis-isopiperitenol + NAD+
(-)-isopiperitenone + NADH + H+
-
-
-
r
(-)-cis-isopiperitenol + NAD+
(-)-isopiperitenone + NADH + H+
-
-
-
ir
(-)-cis-isopiperitenol + NAD+
(-)-isopiperitenone + NADH + H+
-
-
-
ir
(-)-trans-isopiperitenol + NAD+
(-)-isopiperitenone + NADH
-
preferred substrate, not readily reversible in pH range 6.5-10.5
-
r
(-)-trans-isopiperitenol + NAD+
(-)-isopiperitenone + NADH
-
central enzyme in menthol biosynthesis pathway
-
r
(-)-trans-isopiperitenol + NAD+
(-)-isopiperitenone + NADH
-
central enzyme in menthol biosynthesis pathway
-
-
r
(-)-trans-isopiperitenol + NAD+
(-)-isopiperitenone + NADH + H+
-
-
-
r
(-)-trans-isopiperitenol + NAD+
(-)-isopiperitenone + NADH + H+
-
-
-
r
additional information
?
-
ISPD1 has broader substrate specificity than ISPD2
-
-
?
additional information
?
-
ISPD1 has broader substrate specificity than ISPD2
-
-
?
additional information
?
-
ISPD2 has a greater substrate specificity compared to ISPD1
-
-
?
additional information
?
-
ISPD2 has a greater substrate specificity compared to ISPD1
-
-
?
additional information
?
-
ISPD2 has a greater substrate specificity compared to ISPD1
-
-
?
additional information
?
-
ISPD2 has a greater substrate specificity compared to ISPD1
-
-
?
additional information
?
-
ISPD1 has broader substrate specificity than ISPD2
-
-
?
additional information
?
-
ISPD1 has broader substrate specificity than ISPD2
-
-
?
additional information
?
-
ISPD2 has a greater substrate specificity compared to ISPD1
-
-
?
additional information
?
-
ISPD2 has a greater substrate specificity compared to ISPD1
-
-
?
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NATURAL SUBSTRATE
NATURAL 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
(-)-cis-isopiperitenol + NAD+
(-)-isopiperitenone + NADH + H+
-
-
-
r
(-)-cis-isopiperitenol + NAD+
(-)-isopiperitenone + NADH + H+
-
-
-
ir
(-)-cis-isopiperitenol + NAD+
(-)-isopiperitenone + NADH + H+
-
-
-
ir
(-)-cis-isopiperitenol + NAD+
(-)-isopiperitenone + NADH + H+
-
-
-
r
(-)-cis-isopiperitenol + NAD+
(-)-isopiperitenone + NADH + H+
-
-
-
ir
(-)-cis-isopiperitenol + NAD+
(-)-isopiperitenone + NADH + H+
-
-
-
ir
(-)-trans-isopiperitenol + NAD+
(-)-isopiperitenone + NADH
-
central enzyme in menthol biosynthesis pathway
-
r
(-)-trans-isopiperitenol + NAD+
(-)-isopiperitenone + NADH
-
central enzyme in menthol biosynthesis pathway
-
-
r
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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METALS and IONS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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pH RANGE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
PK-type, not found in not found in PT-type strains nos. 5598 and 5601
UniProt
brenda
PK-type, not found in not found in PT-type strains nos. 5598 and 5601
UniProt
brenda
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SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
SOURCE
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LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY
GeneOntology No.
LITERATURE
SOURCE
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GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
metabolism
physiological function
metabolism
the enzyme is involved in the biosynthetic pathways of oil constituents (PA-type, PT-type, and PK-type) in Perilla, putative pathways, overview
metabolism
the enzyme is involved in the biosynthetic pathways of oil constituents (PA-type, PT-type, and PK-type) in Perilla, putative pathways, overview. (-)-cis-Isopiperitenol is an intermediate for the piperitenone biosynthesis of perilla
metabolism
the enzyme is involved in the biosynthetic pathways of oil constituents (PA-type, PT-type, and PK-type) in Perilla, putative pathways, overview. (-)-cis-Isopiperitenol is an intermediate for the piperitenone biosynthesis of perilla
metabolism
-
the enzyme is involved in the biosynthetic pathways of oil constituents (PA-type, PT-type, and PK-type) in Perilla, putative pathways, overview. (-)-cis-Isopiperitenol is an intermediate for the piperitenone biosynthesis of perilla
-
metabolism
-
the enzyme is involved in the biosynthetic pathways of oil constituents (PA-type, PT-type, and PK-type) in Perilla, putative pathways, overview. (-)-cis-Isopiperitenol is an intermediate for the piperitenone biosynthesis of perilla
-
metabolism
-
the enzyme is involved in the biosynthetic pathways of oil constituents (PA-type, PT-type, and PK-type) in Perilla, putative pathways, overview
-
physiological function
isozyme ISPD1 is less likely to be involved in oxidation of isopiperitenol
physiological function
isozyme ISPD2 is likely to be involved in oxidation of isopiperitenol
physiological function
isozyme ISPD2 is likely to be involved in oxidation of isopiperitenol
physiological function
-
isozyme ISPD2 is likely to be involved in oxidation of isopiperitenol
-
physiological function
-
isozyme ISPD2 is likely to be involved in oxidation of isopiperitenol
-
physiological function
-
isozyme ISPD1 is less likely to be involved in oxidation of isopiperitenol
-
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UNIPROT
ENTRY NAME
ORGANISM
NO. OF AA
NO. OF TRANSM. HELICES
MOLECULAR WEIGHT[Da]
SOURCE
SEQUENCE
LOCALIZATION PREDICTION
The reliability class of the localization prediction ranges from 1 (very reliable) to 5 (not reliable).
The reliability class of the localization prediction ranges from 1 (very reliable) to 5 (not reliable). ISPD_MENPI
265
0
27191
Swiss-Prot
Secretory Pathway (Reliability: 4)
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MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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GENERAL STABILITY
ORGANISM
UNIPROT
LITERATURE
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PURIFICATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
recombinant His-tagged enzyme from Escherichia coli strain TOP10F'
recombinant His-tagged enzyme from Escherichia coli strain TOP10F'
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CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
gene PK-ISPD1, DNA and amino acid sequence determination and analysis, sequence comparisons, recombinant expression of His-tagged enzyme in Escherichia coli strain TOP10F'
gene PT-ISPD2, DNA and amino acid sequence determination and analysis, sequence comparisons, recombinant expression of His-tagged enzyme in Escherichia coli strain TOP10F'
gene PT-ISPD2, DNA and amino acid sequence determination and analysis, sequence comparisons, recombinant expression of His-tagged enzyme in Escherichia coli strain TOP10F'
gene PT-ISPD2, DNA and amino acid sequence determination and analysis, sequence comparisons, recombinant expression of His-tagged enzyme in Escherichia coli strain TOP10F'
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EXPRESSION
ORGANISM
UNIPROT
LITERATURE
water stress increases the gene expression levels of trans-isopiperitenol dehydrogenase Ipd, isopiperitenone reductase Ipr, and menthofuran synthase Mfs. Essential oil components menthol, menthofuran, and plugene are positively correlated with genes expression
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REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Kjonaas, R.B.; Venkatachalam, K.V.; Croteau, R.
Metabolism of monoterpenes: oxidation of isopiperitenol to isopiperitenone, and subsequent isomerization to piperitenone by soluble enzyme preparations from peppermint (Mentha piperita) leaves
Arch. Biochem. Biophys.
238
49-60
1985
Mentha x piperita
brenda
McConkey, M.E.; Gershenzon, J.; Croteau, R.B.
Developmental regulation of monoterpene biosynthesis in the glandular trichomes of peppermint
Plant Physiol.
122
215-223
2000
Mentha x piperita
brenda
Ringer, K.L.; Davis, E.M.; Croteau, R.
Monoterpene metabolism. Cloning, expression, and characterization of (-)-isopiperitenol/(-)-carveol dehydrogenase of peppermint and spearmint
Plant Physiol.
137
863-872
2005
Mentha x piperita
brenda
Sato-Masumoto, N.; Ito, M.
Isolation and characterization of isopiperitenol dehydrogenase from piperitenone-type Perilla
Biol. Pharm. Bull.
37
847-852
2014
Perilla frutescens (W5VJJ6), Perilla citriodora (W5VJM4), Perilla citriodora (W5VJT8), Perilla frutescens 5598 (W5VJJ6), Perilla citriodora 5712 (W5VJM4), Perilla citriodora 5712 (W5VJT8)
brenda
Rahimi, Y.; Taleei, A.; Ranjbar, M.
Changes in the expression of key genes involved in the biosynthesis of menthol and menthofuran in Mentha piperita L. under drought stress
Acta Physiol. Plant.
39
341
2017
Mentha x piperita (Q5C9I9)
-
brenda
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