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EC Tree
IUBMB Comments The enzyme, characterized from the plant Nepeta mussinii, binds an NAD+ cofactor. The product is a precursor of (+)-cis,trans-nepetalactone, the primary ingredient responsible for the psychoactive effects catnip has on cats.
The expected taxonomic range for this enzyme is: Nepeta racemosa
Synonyms
nepetalactol synthase, nepetalactol-related SDR 1, nepetalactol-related SDR 3, nepetalactol-related short-chain dehydrogenase/reductase 1, nepetalactol-related short-chain dehydrogenase/reductase 2, nepetalactol-related short-chain-dehydrogenase/reductase,
NEPS1 ,
NEPS2 , NEPS3,
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nepetalactol synthase
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nepetalactol-related SDR 1
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nepetalactol-related SDR 3
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nepetalactol-related short-chain dehydrogenase/reductase 1
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nepetalactol-related short-chain dehydrogenase/reductase 2
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nepetalactol-related short-chain-dehydrogenase/reductase
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NEPS1
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NEPS2
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(S)-8-oxocitronellyl enol = (+)-cis,trans-nepetalactol
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(S)-8-oxocitronellyl enol cyclase [(+)-cis,trans-nepetalactol-forming]
The enzyme, characterized from the plant Nepeta mussinii, binds an NAD+ cofactor. The product is a precursor of (+)-cis,trans-nepetalactone, the primary ingredient responsible for the psychoactive effects catnip has on cats.
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(S)-8-oxocitronellyl enol
(+)-cis,trans-nepetalactol
8-oxocitronellyl enol
(+)-cis,trans-nepetalactol
additional information
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(S)-8-oxocitronellyl enol
(+)-cis,trans-nepetalactol
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(S)-8-oxocitronellyl enol
(+)-cis,trans-nepetalactol
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8-oxocitronellyl enol
(+)-cis,trans-nepetalactol
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8-oxocitronellyl enol
(+)-cis,trans-nepetalactol
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additional information
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NEPS3 interactions with the reactive intermediate appear to be controlled by oxyanion interaction with Ser154
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additional information
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NEPS3 interactions with the reactive intermediate appear to be controlled by oxyanion interaction with Ser154
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additional information
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NEPS3 interactions with the reactive intermediate appear to be controlled by oxyanion interaction with Ser154
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(S)-8-oxocitronellyl enol
(+)-cis,trans-nepetalactol
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8-oxocitronellyl enol
(+)-cis,trans-nepetalactol
8-oxocitronellyl enol
(+)-cis,trans-nepetalactol
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8-oxocitronellyl enol
(+)-cis,trans-nepetalactol
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Na+
0.1 M NaCl used in assay conditions
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brenda
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UniProt
brenda
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brenda
catmint
UniProt
brenda
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brenda
glandular trichome
brenda
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physiological function
isoforms Neps1 and Neps2 catalyze the stereoselective cyclisation of reactive intermediate (S)-8-oxocitronellyl enol into nepetalactol. Subsequent oxidation of nepetalactol by NEPS1 provides nepetalactone, metabolites known for both insect-repellent activity and euphoric effect in cats
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NEPS1_NEPRA
271
0
28683
Swiss-Prot
other Location (Reliability: 3 )
NEPS2_NEPRA
268
0
28024
Swiss-Prot
other Location (Reliability: 4 )
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K171M
isoform Neps1, loss of activity
L156S
isoform Neps1, loss of activity
N125A
isoform Neps1, partial loss of activity
P155S
isoform Neps1, partial loss of activity
S198M
isoform Neps1, loss of activity
T152N
isoform Neps1, loss of activity
T153A
isoform Neps1, activity similar to wild-type
T154G
isoform Neps1, improved activity
T202A
isoform Neps1, loss of activity
V199A
isoform Neps1, activity similar to wild-type
Y167F
isoform Neps1, loss of activity
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Ni-NTA agarose column chromatography, HisTrap column chromatography and Superdex 200 gel filtration
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expressed in Escherichia coli BL21 cells
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Lichman, B.; O'Connor, S.; Kries, H.
Biocatalytic strategies towards [4+2] cycloadditions
Chemistry
25
6864-6877
2019
Nepeta racemosa, Nepeta racemosa (A0A3Q8GL18), Nepeta racemosa (A0A3Q8GYY4)
brenda
Lichman, B.R.; Kamileen, M.O.; Titchiner, G.R.; Saalbach, G.; Stevenson, C.E.M.; Lawson, D.M.; O'Connor, S.E.
Uncoupled activation and cyclization in catmint reductive terpenoid biosynthesis
Nat. Chem. Biol.
15
71-79
2019
Nepeta racemosa, Nepeta racemosa (A0A3Q8GL18), Nepeta racemosa (A0A3Q8GYY4)
brenda
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5.5.1.34 (+)-cis,trans-nepetalactol synthase
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