The Enzyme Database

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EC 1.1.1.419     
Accepted name: nepetalactol dehydrogenase
Reaction: (1) (+)-cis,cis-nepetalactol + NAD+ = (+)-cis,cis-nepetalactone + NADH + H+
(2) (+)-cis,trans-nepetalactol + NAD+ = (+)-cis,trans-nepetalactone + NADH + H+
For diagram of secologanin biosynthesis, click here
Glossary: (+)-cis,cis-nepetalactol = (4aR,7S,7aS)-4,7-dimethyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-1-ol
(+)-cis,trans-nepetalactol = (+)-iridodial lactol = (4aS,7S,7aR)-4,7-dimethyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-1-ol
Other name(s): NEPS1 (gene name)
Systematic name: nepetalactol:NAD+ 1-oxidoreductase
Comments: The enzyme, characterized from the plant Nepeta mussinii, binds an NAD+ cofactor. It also catalyses the activity of EC 5.5.1.34, (+)-cis,trans-nepetalactol synthase.
Links to other databases: BRENDA, EXPASY, KEGG, MetaCyc
References:
1.  Lichman, B.R., Kamileen, M.O., Titchiner, G.R., Saalbach, G., Stevenson, C.EM., Lawson, D.M. and O'Connor, S.E. Uncoupled activation and cyclization in catmint reductive terpenoid biosynthesis. Nat. Chem. Biol. 15 (2019) 71–79. [PMID: 30531909]
2.  Lichman, B.R., O'Connor, S.E. and Kries, H. Biocatalytic strategies towards [4+2] cycloadditions. Chemistry 25 (2019) 6864–6877. [PMID: 30664302]
[EC 1.1.1.419 created 2019]
 
 
EC 5.5.1.35     
Accepted name: (+)-cis,cis-nepetalactol synthase
Reaction: (S)-8-oxocitronellyl enol = (+)-cis,cis-nepetalactol
For diagram of secologanin biosynthesis, click here
Glossary: (S)-8-oxocitronellyl enol = (2E,6S,7E)-8-hydroxy-2,6-dimethylocta-2,7-dienal
(+)-cis,cis-nepetalactol =(4aR,7S,7aS)-4,7-dimethyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-1-ol
Other name(s): NEPS3 (gene name)
Systematic name: (S)-8-oxocitronellyl enol cyclase [(+)-cis,cis-nepetalactol-forming]
Comments: The enzyme, characterized from the plant Nepeta mussinii, binds an NAD+ cofactor. The product is a precursor of (+)-cis,cis-nepetalactone, one of the stereoisomers responsible for the psychoactive effects catnip has on cats.
Links to other databases: BRENDA, EXPASY, KEGG, MetaCyc, PDB
References:
1.  Lichman, B.R., Kamileen, M.O., Titchiner, G.R., Saalbach, G., Stevenson, C.EM., Lawson, D.M. and O'Connor, S.E. Uncoupled activation and cyclization in catmint reductive terpenoid biosynthesis. Nat. Chem. Biol. 15 (2019) 71–79. [PMID: 30531909]
2.  Lichman, B.R., O'Connor, S.E. and Kries, H. Biocatalytic strategies towards [4+2] cycloadditions. Chemistry 25 (2019) 6864–6877. [PMID: 30664302]
[EC 5.5.1.35 created 2019]
 
 


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