KEGG   ORTHOLOGY: K23990
Entry
K23990            Tight     KO                                     

Name
NEPS1
Definition
nepetalactol dehydrogenase / (+)-cis,trans-nepetalactol synthase [EC:1.1.1.419 5.5.1.34]
Pathway
ko00902  Monoterpenoid biosynthesis
ko01100  Metabolic pathways
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09109 Metabolism of terpenoids and polyketides
   00902 Monoterpenoid biosynthesis
    K23990  NEPS1; nepetalactol dehydrogenase / (+)-cis,trans-nepetalactol synthase
Enzymes [BR:ko01000]
 1. Oxidoreductases
  1.1  Acting on the CH-OH group of donors
   1.1.1  With NAD+ or NADP+ as acceptor
    1.1.1.419  nepetalactol dehydrogenase
     K23990  NEPS1; nepetalactol dehydrogenase / (+)-cis,trans-nepetalactol synthase
 5. Isomerases
  5.5  Intramolecular lyases
   5.5.1  Intramolecular lyases (only sub-subclass identified to date)
    5.5.1.34  (+)-cis,trans-nepetalactol synthase
     K23990  NEPS1; nepetalactol dehydrogenase / (+)-cis,trans-nepetalactol synthase
Other DBs
RN: R12520
Genes
AG: AXF35971(NEPS1)
Reference
  Authors
Lichman BR, Kamileen MO, Titchiner GR, Saalbach G, Stevenson CEM, Lawson DM, O'Connor SE
  Title
Uncoupled activation and cyclization in catmint reductive terpenoid biosynthesis.
  Journal
Nat Chem Biol 15:71-79 (2019)
DOI:10.1038/s41589-018-0185-2
  Sequence

KEGG   ORTHOLOGY: K23862
Entry
K23862            Tight     KO                                     

Name
NEPS2
Definition
(+)-cis,trans-nepetalactol synthase [EC:5.5.1.34]
Pathway
ko00902  Monoterpenoid biosynthesis
ko01100  Metabolic pathways
ko01110  Biosynthesis of secondary metabolites
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09109 Metabolism of terpenoids and polyketides
   00902 Monoterpenoid biosynthesis
    K23862  NEPS2; (+)-cis,trans-nepetalactol synthase
Enzymes [BR:ko01000]
 5. Isomerases
  5.5  Intramolecular lyases
   5.5.1  Intramolecular lyases (only sub-subclass identified to date)
    5.5.1.34  (+)-cis,trans-nepetalactol synthase
     K23862  NEPS2; (+)-cis,trans-nepetalactol synthase
Other DBs
RN: R12520
Genes
AG: AXF35972(NEPS2)
Reference
  Authors
Lichman BR, Kamileen MO, Titchiner GR, Saalbach G, Stevenson CEM, Lawson DM, O'Connor SE
  Title
Uncoupled activation and cyclization in catmint reductive terpenoid biosynthesis.
  Journal
Nat Chem Biol 15:71-79 (2019)
DOI:10.1038/s41589-018-0185-2
  Sequence

KEGG   ENZYME: 5.5.1.34
Entry
EC 5.5.1.34                 Enzyme                                 

Name
(+)-cis,trans-nepetalactol synthase;
NEPS1 (gene name);
NEPS2 (gene name)
Class
Isomerases;
Intramolecular lyases;
Intramolecular lyases (only sub-subclass identified to date)
Sysname
(S)-8-oxocitronellyl enol cyclase [(+)-cis,trans-nepetalactol-forming]
Reaction(IUBMB)
(S)-8-oxocitronellyl enol = (+)-cis,trans-nepetalactol [RN:R12520]
Reaction(KEGG)
R12520
Substrate
(S)-8-oxocitronellyl enol [CPD:C22225]
Product
(+)-cis,trans-nepetalactol [CPD:C09804]
Comment
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.
History
EC 5.5.1.34 created 2019
Pathway
ec00902  Monoterpenoid biosynthesis
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K23862  (+)-cis,trans-nepetalactol synthase
K23990  nepetalactol dehydrogenase / (+)-cis,trans-nepetalactol synthase
Reference
1  [PMID:30531909]
  Authors
Lichman BR, Kamileen MO, Titchiner GR, Saalbach G, Stevenson CEM, Lawson DM, O'Connor SE
  Title
Uncoupled activation and cyclization in catmint reductive terpenoid biosynthesis.
  Journal
Nat Chem Biol 15:71-79 (2019)
DOI:10.1038/s41589-018-0185-2
  Sequence
Reference
2  [PMID:30664302]
  Authors
Lichman BR, O'Connor SE, Kries H
  Title
Biocatalytic Strategies towards [4+2] Cycloadditions.
  Journal
Chemistry 25:6864-6877 (2019)
DOI:10.1002/chem.201805412
Other DBs
ExplorEnz - The Enzyme Database: 5.5.1.34
IUBMB Enzyme Nomenclature: 5.5.1.34
ExPASy - ENZYME nomenclature database: 5.5.1.34
BRENDA, the Enzyme Database: 5.5.1.34

KEGG   REACTION: R12520
Entry
R12520                      Reaction                               

Name
(S)-8-oxocitronellyl enol cyclase [(+)-cis,trans-nepetalactol-forming]
Definition
(S)-8-Oxocitronellyl enol <=> cis-trans-Nepetalactol
Equation
Enzyme
Pathway
rn00902  Monoterpenoid biosynthesis
rn01100  Metabolic pathways
rn01110  Biosynthesis of secondary metabolites
Orthology
K23862  (+)-cis,trans-nepetalactol synthase [EC:5.5.1.34]
K23990  nepetalactol dehydrogenase / (+)-cis,trans-nepetalactol synthase [EC:1.1.1.419 5.5.1.34]
Other DBs
RHEA: 61419

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