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Information on EC 1.1.1.223 - isopiperitenol dehydrogenase for references in articles please use BRENDA:EC1.1.1.223
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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
ispd2, ispd1,
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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
W5VJM4
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isopiperitenol dehydrogenase 2
W5VJM4
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isopiperitenol dehydrogenase 2
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isopiperitenol dehydrogenase 2
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ISPD1
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ISPD2
W5VJM4
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PK-ISPD1
gene name
PK-ISPD2
W5VJM4
gene name
PK-ISPD2
W5VJM4
gene name
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PT-ISPD2
W5VJM4
gene name
PT-ISPD2
W5VJM4
gene name
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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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(+)-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+
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
(-)-trans-isopiperitenol + NADP+
(-)-isopiperitenone + NADPH + H+
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(-)-trans-isopiperitenol + NADP+
(-)-isopiperitenone + NADPH + H+
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?
additional information
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W5VJM4
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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W5VJM4
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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W5VJM4
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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W5VJM4
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+
W5VJM4, W5VJT8
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r
(-)-cis-isopiperitenol + NAD+
(-)-isopiperitenone + NADH + H+
W5VJM4, W5VJT8
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ir
(-)-cis-isopiperitenol + NAD+
(-)-isopiperitenone + NADH + H+
W5VJM4, W5VJT8
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ir
(-)-cis-isopiperitenol + NAD+
(-)-isopiperitenone + NADH + H+
W5VJM4, W5VJT8
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r
(-)-cis-isopiperitenol + NAD+
(-)-isopiperitenone + NADH + H+
W5VJJ6
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ir
(-)-cis-isopiperitenol + NAD+
(-)-isopiperitenone + NADH + H+
W5VJJ6
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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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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-isoperitenol
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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
peppermint
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brenda
sterile cross between Mentha spicata and Mentha aquatica
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brenda
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W5VJM4
UniProt
brenda
PK-type, not found in not found in PT-type strains nos. 5598 and 5601
UniProt
brenda
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W5VJM4
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; young
brenda
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young; young
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brenda
young
brenda
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young
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brenda
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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; 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; 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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physiological function
isozyme ISPD1 is less likely to be involved in oxidation of isopiperitenol; 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 ISPD1 is less likely to be involved in oxidation of isopiperitenol; 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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ISPD_MENPI
265
0
27191
Swiss-Prot
W5VJJ6_PERFR
277
0
29595
TrEMBL
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'
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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 citriodora (W5VJM4), Perilla citriodora (W5VJT8), Perilla citriodora 5712 (W5VJM4), Perilla citriodora 5712 (W5VJT8), Perilla frutescens (W5VJJ6), Perilla frutescens 5598 (W5VJJ6)
brenda
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