Any feedback?
Please rate this page
(literature.php)
(0/150)

BRENDA support

Literature summary extracted from

  • 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 (2019), Nat. Chem. Biol., 15, 71-79 .
    View publication on PubMedView publication on EuropePMC

Cloned(Commentary)

EC Number Cloned (Comment) Organism
1.1.1.419 expressed in Escherichia coli BL21 cells Nepeta racemosa
5.5.1.34 expressed in Escherichia coli BL21 cells Nepeta racemosa

Crystallization (Commentary)

EC Number Crystallization (Comment) Organism
5.5.1.35 in complex with NAD+. Cofactor is not utilized during catalysis, but appears to be important for the enzyme structure Nepeta racemosa

Protein Variants

EC Number Protein Variants Comment Organism
5.5.1.34 K171M isoform Neps1, loss of activity Nepeta racemosa
5.5.1.34 L156S isoform Neps1, loss of activity Nepeta racemosa
5.5.1.34 N125A isoform Neps1, partial loss of activity Nepeta racemosa
5.5.1.34 P155S isoform Neps1, partial loss of activity Nepeta racemosa
5.5.1.34 S198M isoform Neps1, loss of activity Nepeta racemosa
5.5.1.34 T152N isoform Neps1, loss of activity Nepeta racemosa
5.5.1.34 T153A isoform Neps1, activity similar to wild-type Nepeta racemosa
5.5.1.34 T154G isoform Neps1, improved activity Nepeta racemosa
5.5.1.34 T202A isoform Neps1, loss of activity Nepeta racemosa
5.5.1.34 V199A isoform Neps1, activity similar to wild-type Nepeta racemosa
5.5.1.34 Y167F isoform Neps1, loss of activity Nepeta racemosa
5.5.1.35 A151T mutation abolishes detectable soluble expression Nepeta racemosa
5.5.1.35 G152T mutation abolishes detectable soluble expression Nepeta racemosa
5.5.1.35 K169M severe reduction of activity Nepeta racemosa
5.5.1.35 L156S reduced dehydrogenase activity Nepeta racemosa
5.5.1.35 M196S severe reduction of activity Nepeta racemosa
5.5.1.35 N150T activity similar to wild-type Nepeta racemosa
5.5.1.35 S153P mutation abolishes detectable soluble expression Nepeta racemosa
5.5.1.35 S154L no detectable cis-cis cyclase activity, though at higher enzyme concentrations formation of cis,trans-nepetalactol, reaction of EC 5.5.1.34 Nepeta racemosa
5.5.1.35 Y165F mutation abolishes detectable soluble expression Nepeta racemosa

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
1.1.1.419 Na+ 0.1 M NaCl used in assay conditions Nepeta racemosa
5.5.1.34 Na+ 0.1 M NaCl used in assay conditions Nepeta racemosa

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.1.1.419 (+)-cis,cis-nepetalactol + NAD+ Nepeta racemosa
-
 (+)-cis,cis-nepetalactone + NADH + H+
-
 r
1.1.1.419 (+)-cis,trans-nepetalactol + NAD+ Nepeta racemosa
-
 (+)-cis,trans-nepetalactone + NADH + H+
-
 r
1.3.1.122 (6E)-8-oxogeranial + NADPH + H+ Nepeta racemosa
-
 (S)-8-oxocitronellyl enol + NADP+
-
 ?
5.5.1.34 (S)-8-oxocitronellyl enol Nepeta racemosa
-
 (+)-cis,trans-nepetalactol
-
 ?
5.5.1.34 8-oxocitronellyl enol Nepeta racemosa
-
 (+)-cis,trans-nepetalactol
-
 ?
5.5.1.35 (S)-8-oxocitronellyl enol Nepeta racemosa
-
 (+)-cis,cis-nepetalactol
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
1.1.1.419 Nepeta racemosa A0A3Q8GL18 catmint
-
1.3.1.122 Nepeta racemosa
-
 catmint
-
5.5.1.34 Nepeta racemosa
-
-
-
5.5.1.34 Nepeta racemosa A0A3Q8GL18 catmint
-
5.5.1.34 Nepeta racemosa A0A3Q8GYY4 catmint
-
5.5.1.35 Nepeta racemosa A0A4P1LYE8
-
-

Purification (Commentary)

EC Number Purification (Comment) Organism
1.1.1.419 Ni-NTA agarose column chromatography, HisTrap column chromatography and Superdex 200 gel filtration Nepeta racemosa
5.5.1.34 Ni-NTA agarose column chromatography, HisTrap column chromatography and Superdex 200 gel filtration Nepeta racemosa

Source Tissue

EC Number Source Tissue Comment Organism Textmining
1.1.1.419 leaf
-
 Nepeta racemosa
-
5.5.1.34 leaf
-
 Nepeta racemosa
-
5.5.1.34 trichome glandular trichome Nepeta racemosa
-
5.5.1.35 trichome glandular trichome Nepeta racemosa
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.1.1.419 (+)-cis,cis-nepetalactol + NAD+
-
 Nepeta racemosa (+)-cis,cis-nepetalactone + NADH + H+
-
 r
1.1.1.419 (+)-cis,trans-nepetalactol + NAD+
-
 Nepeta racemosa (+)-cis,trans-nepetalactone + NADH + H+
-
 r
1.3.1.122 (6E)-8-oxogeranial + NADPH + H+
-
 Nepeta racemosa (S)-8-oxocitronellyl enol + NADP+
-
 ?
5.5.1.34 (S)-8-oxocitronellyl enol
-
 Nepeta racemosa (+)-cis,trans-nepetalactol
-
 ?
5.5.1.34 8-oxocitronellyl enol
-
 Nepeta racemosa (+)-cis,trans-nepetalactol
-
 ?
5.5.1.35 (S)-8-oxocitronellyl enol
-
 Nepeta racemosa (+)-cis,cis-nepetalactol
-
 ?

Synonyms

EC Number Synonyms Comment Organism
1.1.1.419 nepetalactol-related short-chain dehydrogenase/reductase 1
-
 Nepeta racemosa
1.1.1.419 NEPS1
-
 Nepeta racemosa
1.3.1.122 iridoid synthase
-
 Nepeta racemosa
1.3.1.122 ISY
-
 Nepeta racemosa
5.5.1.34 nepetalactol-related SDR 1
-
 Nepeta racemosa
5.5.1.34 nepetalactol-related short-chain dehydrogenase/reductase 1
-
 Nepeta racemosa
5.5.1.34 nepetalactol-related short-chain dehydrogenase/reductase 2
-
 Nepeta racemosa
5.5.1.34 NEPS1
-
 Nepeta racemosa
5.5.1.34 NEPS2
-
 Nepeta racemosa
5.5.1.35 nepetalactol-related SDR 3
-
 Nepeta racemosa
5.5.1.35 NEPS3
-
 Nepeta racemosa

Cofactor

EC Number Cofactor Comment Organism Structure
1.1.1.419 NAD+
-
 Nepeta racemosa
1.3.1.122 NADPH
-
 Nepeta racemosa
5.5.1.34 NAD+
-
 Nepeta racemosa
5.5.1.35 NAD+ enzyme binds NAD+. NEPS3 shows no notable oxidation activity with NAD+ or NADP+ or at different pHs Nepeta racemosa

General Information

EC Number General Information Comment Organism
5.5.1.34 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 Nepeta racemosa
5.5.1.35 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 Nepeta racemosa