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EC Tree
IUBMB Comments Acts on (-)-trans-isopiperitenol, (+)-trans-piperitenol and (+)-trans-pulegol. Involved in the biosynthesis of menthol and related monoterpenes in peppermint (Mentha piperita) leaves.
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 ,
more
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(2)-isopiperitenol dehydrogenase
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isopiperitenol dehydrogenase 1
isopiperitenol dehydrogenase 2
isopiperitenol dehydrogenase 1
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isopiperitenol dehydrogenase 1
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isopiperitenol dehydrogenase 2
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isopiperitenol dehydrogenase 2
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isopiperitenol dehydrogenase 2
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isopiperitenol dehydrogenase 2
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ISPD1
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ISPD2
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PK-ISPD1
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PK-ISPD2
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PT-ISPD2
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(-)-trans-isopiperitenol + NAD+ = (-)-isopiperitenone + NADH + H+
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oxidation
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(-)-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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(+)-cis-isopiperitenol + NAD+
(+)-isopiperitenone + NADH + H+
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r
(+)-isomenthol + NAD+
(+)-isomenthone + NADH
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activity less than 2% of that of (-)-trans-isopiperitenol
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?
(+)-trans-isopiperitenol + NAD+
(+)-isopiperitenone + NADH
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95% activity of that of (-)-trans-isopiperitenol
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?
(+)-trans-pulegol + NAD+
(R)-pulegone + NADH
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19% activity of that of (-)-trans-isopiperitenol
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?
(+,-)-cis-isopiperitenol + NAD+
(+,-)-isopiperitenone
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?
(-)-cis-isopiperitenol + NAD+
(-)-isopiperitenone + NADH + H+
(-)-trans-isopiperitenol + NAD+
(-)-isopiperitenone + NADH
(-)-trans-isopiperitenol + NAD+
(-)-isopiperitenone + NADH + H+
(-)-trans-isopiperitenol + NADP+
(-)-isopiperitenone + NADPH + H+
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additional information
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(-)-cis-isopiperitenol + NAD+
(-)-isopiperitenone + NADH + H+
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r
(-)-cis-isopiperitenol + NAD+
(-)-isopiperitenone + NADH + H+
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ir
(-)-cis-isopiperitenol + NAD+
(-)-isopiperitenone + NADH + H+
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ir
(-)-cis-isopiperitenol + NAD+
(-)-isopiperitenone + NADH + H+
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r
(-)-cis-isopiperitenol + NAD+
(-)-isopiperitenone + NADH + H+
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ir
(-)-cis-isopiperitenol + NAD+
(-)-isopiperitenone + NADH + H+
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ir
(-)-trans-isopiperitenol + NAD+
(-)-isopiperitenone + NADH
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r
(-)-trans-isopiperitenol + NAD+
(-)-isopiperitenone + NADH
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preferred substrate, not readily reversible in pH range 6.5-10.5
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r
(-)-trans-isopiperitenol + NAD+
(-)-isopiperitenone + NADH
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central enzyme in menthol biosynthesis pathway
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r
(-)-trans-isopiperitenol + NAD+
(-)-isopiperitenone + NADH
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central enzyme in menthol biosynthesis pathway
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r
(-)-trans-isopiperitenol + NAD+
(-)-isopiperitenone + NADH + H+
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r
(-)-trans-isopiperitenol + NAD+
(-)-isopiperitenone + NADH + H+
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r
additional information
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ISPD1 has broader substrate specificity than ISPD2
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additional information
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ISPD1 has broader substrate specificity than ISPD2
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additional information
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ISPD2 has a greater substrate specificity compared to ISPD1
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additional information
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ISPD2 has a greater substrate specificity compared to ISPD1
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additional information
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ISPD2 has a greater substrate specificity compared to ISPD1
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additional information
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ISPD2 has a greater substrate specificity compared to ISPD1
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additional information
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ISPD1 has broader substrate specificity than ISPD2
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additional information
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ISPD1 has broader substrate specificity than ISPD2
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additional information
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ISPD2 has a greater substrate specificity compared to ISPD1
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additional information
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ISPD2 has a greater substrate specificity compared to ISPD1
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(-)-cis-isopiperitenol + NAD+
(-)-isopiperitenone + NADH + H+
(-)-trans-isopiperitenol + NAD+
(-)-isopiperitenone + NADH
(-)-cis-isopiperitenol + NAD+
(-)-isopiperitenone + NADH + H+
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r
(-)-cis-isopiperitenol + NAD+
(-)-isopiperitenone + NADH + H+
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ir
(-)-cis-isopiperitenol + NAD+
(-)-isopiperitenone + NADH + H+
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ir
(-)-cis-isopiperitenol + NAD+
(-)-isopiperitenone + NADH + H+
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r
(-)-cis-isopiperitenol + NAD+
(-)-isopiperitenone + NADH + H+
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ir
(-)-cis-isopiperitenol + NAD+
(-)-isopiperitenone + NADH + H+
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ir
(-)-trans-isopiperitenol + NAD+
(-)-isopiperitenone + NADH
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central enzyme in menthol biosynthesis pathway
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r
(-)-trans-isopiperitenol + NAD+
(-)-isopiperitenone + NADH
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central enzyme in menthol biosynthesis pathway
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r
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additional information
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FAD completely ineffective
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NAD+
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NADP+
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NADP+
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less than 10% of the activity with NAD
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Hg2+
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complete inhibition at 0.1 mM
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iodacetamide
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slight inhibition
N-ethylmaleimide
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slight inhibition
p-hydroxymercuribenzoate
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complete inhibition at 0.025 nM
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0.08
(+)-cis-isopiperitenol
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0.02
(+)-trans-isoperitenol
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0.08
(-)-cis-isoperitenol
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0.02
(-)-trans-isoperitenol
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7.5 - 11
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half maximum activity at both pH
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PT-type
UniProt
brenda
PT-type
UniProt
brenda
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UniProt
brenda
peppermint
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brenda
sterile cross between Mentha spicata and Mentha aquatica
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brenda
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UniProt
brenda
PK-type, not found in not found in PT-type strains nos. 5598 and 5601
UniProt
brenda
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UniProt
brenda
PK-type, not found in not found in PT-type strains nos. 5598 and 5601
UniProt
brenda
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brenda
young
brenda
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young
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brenda
young
brenda
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young
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brenda
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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
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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
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metabolism
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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
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metabolism
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the enzyme is involved in the biosynthetic pathways of oil constituents (PA-type, PT-type, and PK-type) in Perilla, putative pathways, overview
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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
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isozyme ISPD2 is likely to be involved in oxidation of isopiperitenol
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physiological function
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isozyme ISPD2 is likely to be involved in oxidation of isopiperitenol
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physiological function
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isozyme ISPD1 is less likely to be involved in oxidation of isopiperitenol
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ISPD_MENPI
265
0
27191
Swiss-Prot
Secretory Pathway (Reliability: 4 )
W5VJJ6_PERFR
277
0
29595
TrEMBL
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W5VJM4_9LAMI
277
0
29580
TrEMBL
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W5VJT8_9LAMI
275
0
29507
TrEMBL
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stabilized with bovine serum albumin
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recombinant His-tagged enzyme from Escherichia coli strain TOP10F'
recombinant His-tagged enzyme from Escherichia coli strain TOP10F'
recombinant His-tagged enzyme from Escherichia coli strain TOP10F'
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expressed in Escherichia coli
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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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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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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)
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brenda
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