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EC Tree
IUBMB Comments Isolated from the plants Catharanthus roseus, Olea europaea (common olive), and several Nepeta species. The enzyme reduces 8-oxogeranial, generating an unstable product that is subsequently cyclized into several possible products, either non-enzymically or by dedicated cyclases. The products, known as iridoids, are involved in the biosynthesis of many indole alkaloids. cf. EC 1.3.1.123, 7-epi-iridoid synthase.
The enzyme appears in viruses and cellular organisms
Synonyms
CrIS, CrISY, CrP5betaR4, CrP5betaR5, iridoid cyclase, iridoid synthase, IRIS, ISY, OeISY, P5betaR5,
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iridoid synthase
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ISY
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-
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(S)-8-oxocitronellyl enol + NAD(P)+ = (6E)-8-oxogeranial + NAD(P)H + H+
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-
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(S)-8-oxocitronellyl enol:NAD(P)+ oxidoreductase
Isolated from the plants Catharanthus roseus, Olea europaea (common olive), and several Nepeta species. The enzyme reduces 8-oxogeranial, generating an unstable product that is subsequently cyclized into several possible products, either non-enzymically or by dedicated cyclases. The products, known as iridoids, are involved in the biosynthesis of many indole alkaloids. cf. EC 1.3.1.123, 7-epi-iridoid synthase.
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(6E)-8-oxogeranial + NADH + H+
(S)-8-oxocitronellyl enol + NAD+
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-
-
?
(6E)-8-oxogeranial + NADPH + H+
(S)-8-oxocitronellyl enol + NADP+
(6E)-8-oxogeranial + NADPH + H+
cis-trans-nepetalactone + NADP+
(6E)-8-oxogeranial + NADPH + H+
trans-cis-nepetalactone + NADP+
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-
-
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?
(6E)-8-oxogeranial + NADPH + H+
(S)-8-oxocitronellyl enol + NADP+
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-
-
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?
(6E)-8-oxogeranial + NADPH + H+
(S)-8-oxocitronellyl enol + NADP+
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?
(6E)-8-oxogeranial + NADPH + H+
cis-trans-nepetalactone + NADP+
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-
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?
(6E)-8-oxogeranial + NADPH + H+
cis-trans-nepetalactone + NADP+
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-
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?
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(6E)-8-oxogeranial + NADH + H+
(S)-8-oxocitronellyl enol + NAD+
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-
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?
(6E)-8-oxogeranial + NADPH + H+
(S)-8-oxocitronellyl enol + NADP+
(6E)-8-oxogeranial + NADPH + H+
(S)-8-oxocitronellyl enol + NADP+
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?
(6E)-8-oxogeranial + NADPH + H+
(S)-8-oxocitronellyl enol + NADP+
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-
-
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?
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NADPH
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-
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0.0073
(6E)-8-oxogeranial
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at pH 7.0 and 30°C
0.0262
NADPH
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at pH 7.0 and 30°C
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0.6
(6E)-8-oxogeranial
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at pH 7.0 and 30°C
0.84
NADPH
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at pH 7.0 and 30°C
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brenda
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brenda
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brenda
catmint
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brenda
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brenda
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brenda
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ISY2_NEPCA
397
0
45107
Swiss-Prot
other Location (Reliability: 5 )
ISY2_NEPRA
396
0
44843
Swiss-Prot
other Location (Reliability: 4 )
ISY_ANTMA
387
0
44183
Swiss-Prot
Mitochondrion (Reliability: 5 )
CYC1_CAMAC
389
0
43905
Swiss-Prot
Mitochondrion (Reliability: 5 )
IRIS_CATRO
388
0
43850
Swiss-Prot
Mitochondrion (Reliability: 5 )
ISY1_NEPCA
388
0
43916
Swiss-Prot
other Location (Reliability: 3 )
ISY1_NEPRA
388
0
44157
Swiss-Prot
other Location (Reliability: 3 )
CYC2_CAMAC
390
0
43785
Swiss-Prot
other Location (Reliability: 3 )
A0A7L9VY27_9DIPS
390
0
43866
TrEMBL
Mitochondrion (Reliability: 4 )
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HisTrap column chromatography and Superdex S200 gel filtration
HisTrap column chromatography and Superdex S200 gel filtration
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HisTrap column chromatography and Superdex S200 gel filtration
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expressed in Escherichia coli soluBL21 (DE3) cells
expressed in Escherichia coli soluBL21 (DE3) cells
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expressed in Escherichia coli soluBL21 (DE3) cells
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Lichman, B.; O'Connor, S.; Kries, H.
Biocatalytic strategies towards [4+2] cycloadditions
Chemistry
25
6864-6877
2019
Catharanthus roseus
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
brenda
Sherden, N.; Lichman, B.; Caputi, L.; Zhao, D.; Kamileen, M.; Buell, C.; O'Connor, S.
Identification of iridoid synthases from Nepeta species Iridoid cyclization does not determine nepetalactone stereochemistry
Phytochemistry
145
48-56
2018
Nepeta cataria, Nepeta racemosa
brenda
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