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Information on EC 1.3.1.122 - (S)-8-oxocitronellyl enol synthase
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EC Tree
1.3.1.122 (S)-8-oxocitronellyl enol synthaseIUBMB 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.
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The enzyme appears in viruses and cellular organisms
Synonyms
prise, iridoid synthase, oeisy, crisy, iridoid cyclase, 
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
EC 1.3.1.99
-
-
formerly, part transferred
-
iridoid synthase
ISY
PRISE
progesterone 5beta-reductase/iridoid synthase
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
(S)-8-oxocitronellyl enol + NAD(P)+ = (6E)-8-oxogeranial + NAD(P)H + H+
-
-
-
-
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PATHWAY SOURCE
PATHWAYS
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SYSTEMATIC NAME
IUBMB Comments
(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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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
(6E)-8-oxogeranial + NADH + H+
(S)-8-oxocitronellyl enol + NAD+
-
-
-
-
?
(6E)-8-oxogeranial + NADPH + H+
(S)-8-oxocitronellyl enol + NADP+
-
-
-
-
?
(6E)-8-oxogeranial + NADPH + H+
(S)-8-oxocitronellyl enol + NADP+
-
-
-
-
?
(6E)-8-oxogeranial + NADPH + H+
(S)-8-oxocitronellyl enol + NADP+
-
-
-
-
?
(6E)-8-oxogeranial + NADPH + H+
(S)-8-oxocitronellyl enol + NADP+
-
-
-
?
(6E)-8-oxogeranial + NADPH + H+
(S)-8-oxocitronellyl enol + NADP+
-
-
-
-
?
(6E)-8-oxogeranial + NADPH + H+
(S)-8-oxocitronellyl enol + NADP+
-
-
-
-
?
(6E)-8-oxogeranial + NADPH + H+
(S)-8-oxocitronellyl enol + NADP+
-
-
-
-
?
additional information
?
-
-
enzyme additionally catalyzes the oxidation of progesterone, cf. EC 1.3.1.3
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-
-
additional information
?
-
-
enzyme additionally catalyzes the oxidation of progesterone, cf. EC 1.3.1.3
-
-
-
additional information
?
-
enzyme additionally catalyzes the oxidation of progesterone, cf. EC 1.3.1.3
-
-
-
additional information
?
-
-
enzyme additionally catalyzes the oxidation of progesterone, cf. EC 1.3.1.3
-
-
-
additional information
?
-
-
enzyme additionally catalyzes the oxidation of progesterone, cf. EC 1.3.1.3
-
-
-
additional information
?
-
-
enzyme additionally catalyzes the oxidation of progesterone, cf. EC 1.3.1.3
-
-
-
additional information
?
-
-
enzyme additionally catalyzes the oxidation of progesterone, cf. EC 1.3.1.3
-
-
-
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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
(6E)-8-oxogeranial + NADH + H+
(S)-8-oxocitronellyl enol + NAD+
-
-
-
-
?
(6E)-8-oxogeranial + NADPH + H+
(S)-8-oxocitronellyl enol + NADP+
-
-
-
-
?
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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DISEASE
TITLE OF PUBLICATION
LINK TO PUBMED
Colitis, Ulcerative
DOP061. Prospective,Observational Study of the Therapeutic Management of Mild to Moderate Ulcerative Colitis (Observatoire Prospectif, longiTudinal dans la prise en charge de la rectocolite héMorragiqUe légère à Modérée, OPTIMUM): follow-up at 2 years.
COVID-19
Spécificités de la réorganisation de la prise en charge des patients cancéreux au cours de la pandémie COVID-19 dans un centre régional d´oncologie au Maroc.
Hearing Loss
Production of Infant Scale Evaluation (PRISE) in Persian normal hearing children: A validation study.
Heart Failure
Worsening of heart failure during hospital course of an unselected cohort of 2507 patients with myocardial infarction is a factor of poor prognosis: the PRIMA study. Prise en charge de l'Infarctus du Myocarde Aigu.
Hypersensitivity
L'évaluation et la prise en charge des allergies alimentaires non induites par les IgE.
Infections
Difficile examen direct par coloration de Gram : à propos d'un cas d'endocardite à Cardiobacterium hominis et revue de la littérature.
Infections
Infections à risque épidémique et biologique. Enjeux de l'accueil et de la prise en charge initiale des patients suspects.
Infections
Prise en charge clinique des infections aiguës des voies respiratoires chez les enfants: Mémorandum OMS.
Insulin Resistance
Timed-daily ingestion of whey protein and exercise training reduces visceral adipose tissue mass and improves insulin resistance: the PRISE study.
Malaria
Would rational use of antibiotics be compromised in the era of test-based management of malaria?
Myocardial Infarction
Aldosterone and long-term outcome after myocardial infarction: A substudy of the french nationwide Observatoire sur la Prise en charge hospitalière, l'Evolution à un an et les caRactéristiques de patients présentant un infArctus du myocarde avec ou sans onde Q (OPERA) study.
Myocardial Infarction
Treatment at discharge after myocardial infarction in 2,102 patients. The PRIMA study. Prise en charge de l'Infarctus du Myocarde Aigu.
Myocardial Infarction
Worsening of heart failure during hospital course of an unselected cohort of 2507 patients with myocardial infarction is a factor of poor prognosis: the PRIMA study. Prise en charge de l'Infarctus du Myocarde Aigu.
Neoplasm Metastasis
PLACE DE LA RADIOTHERAPIE DANS LA PRISE EN CHARGE DES MeTASTASES CeReBRALES DU CANCER PULMONAIRE.
Neoplasms
Cancers des reins avec thromboses de la veine cave inferieure : resultats de prise en charge a propos de 5 cas et revue de la litterature.
Neoplasms
Cause inhabituelle d´une occlusion colique, sténose anale post-radique: à propos d´un cas et revue de la littératurePost-radiation anal stenosis as an unusual cause of colic occlusion: case study and literature review.
Neoplasms
No 366 - Prise en charge gynécologique du cancer du sein et de l'ovaire héréditaire.
Neoplasms
N° 311 - Prise en charge de la ménopause (Résumé/Déclarations Sommaires et Recommandations).
Neoplasms
PLACE DE LA RADIOTHERAPIE DANS LA PRISE EN CHARGE DES MeTASTASES CeReBRALES DU CANCER PULMONAIRE.
Neoplasms
Understanding the complexities of shared decision-making in cancer: a qualitative study of the perspectives of patients undergoing colorectal surgery.
Overweight
Protein-Pacing from Food or Supplementation Improves Physical Performance in Overweight Men and Women: The PRISE 2 Study.
Placenta Accreta
No 383 - Dépistage, diagnostic et prise en charge des troubles du spectre du placenta accreta.
Psoriasis
[Vers la personnalisation de la prise en charge du psoriasis Journées dermatologiques de Paris 2020].
Root Resorption
À propos d'un cas de résorptions radiculaires sévères en orthodontie : quelle étiologie et quelle prise en charge?Orthodontics and root resorptions: a clinical case.
Sepsis
Difficile examen direct par coloration de Gram : à propos d'un cas d'endocardite à Cardiobacterium hominis et revue de la littérature.
Sleep Apnea, Obstructive
Perioperative care of patients with obstructive sleep apnea - a survey of Canadian anesthesiologists: [La prise en charge perioperatoire des patients atteints d'apnee du sommeil d'origine obstructive - une enquete aupres des anesthesiologistes canadiens].
Thrombosis
Cancers des reins avec thromboses de la veine cave inferieure : resultats de prise en charge a propos de 5 cas et revue de la litterature.
Tuberculosis, Pulmonary
HIV/ AIDS impact in pulmonary tuberculosis with negative microscopy in pneumology service at Point "G" hospital.
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
SOURCE
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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). ISY1_NEPCA
388
0
43916
Swiss-Prot
other Location (Reliability: 3)
ISY1_NEPRA
388
0
44157
Swiss-Prot
other Location (Reliability: 3)
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)
CYC2_CAMAC
390
0
43785
Swiss-Prot
other Location (Reliability: 3)
IRIS_CATRO
388
0
43850
Swiss-Prot
Mitochondrion (Reliability: 5)
A0A7L9VY27_9DIPS
390
0
43866
TrEMBL
Mitochondrion (Reliability: 4)
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PURIFICATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
HisTrap column chromatography and Superdex S200 gel filtration
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CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
expressed in Escherichia coli soluBL21 (DE3) cells
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REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
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
Nguyen, T.D.; OConnor, S.E.
The Progesterone 5beta-reductase/iridoid synthase family A catalytic reservoir for specialized metabolism across land plants
ACS Chem. Biol.
15
1780-1787
2020
Arabidopsis thaliana, Digitalis lanata, Digitalis purpurea, Selaginella moellendorffii, Coccomyxa subellipsoidea, Amborella trichopoda, Catharanthus roseus (K7WDL7)
brenda
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Release 2023.1 (January 2023)
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