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Literature summary extracted from

  • Boswell, H.D.; Dräger, B.; McLauchlan W.R.; Portsteffen, A.; Robins D.J.; Robins R.J.; Walton, N.J.
    Specificities of the enzymes of N-alkyltropane biosynthesis in Brugmansia and Datura (1999), Phytochemistry, 52, 871-878.
    View publication on PubMed

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
1.1.1.236 0.11
-
 tropinone
-
 Datura stramonium
1.1.1.236 0.16
-
 tropinone
-
 Brugmansia x candida
1.1.1.236 0.25
-
 N-ethylnortropinone
-
 Datura stramonium
1.1.1.236 0.67
-
 N-(2-fluoroethyl)nortropinone
-
 Datura stramonium
1.1.1.236 1.4
-
 N-methylpiperid-4-one
-
 Datura stramonium
1.1.1.236 2.8
-
 4-methylcyclohexanone
-
 Datura stramonium

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.1.1.236 tropinone + NADPH + H+ Datura stramonium
-
 pseudotropine + NADP+
-
 ?
1.1.1.236 tropinone + NADPH + H+ Hyoscyamus niger
-
 pseudotropine + NADP+
-
 ?
1.1.1.236 tropinone + NADPH + H+ Brugmansia x candida
-
 pseudotropine + NADP+
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
1.1.1.206 Brugmansia sp.
-
 candida x aurea hybrid
-
1.1.1.206 Datura stramonium
-
-
-
1.1.1.236 Brugmansia x candida
-
 x aurea hybrid
-
1.1.1.236 Datura stramonium
-
 D15/5
-
1.1.1.236 Datura stramonium cv. D15/5
-
 D15/5
-
1.1.1.236 Hyoscyamus niger
-
-
-
1.4.3.22 Brugmansia x candida
-
 hybrid
-
2.3.1.185 Brugmansia x candida
-
 Brugmansia aurea x Brugmansia versicolor
-
2.3.1.186 Brugmansia x candida
-
 Brugmansia aurea x Brugmansia versicolor
-

Purification (Commentary)

EC Number Purification (Comment) Organism
1.1.1.206
-
 Datura stramonium
1.1.1.206
-
 Brugmansia sp.
1.1.1.236
-
 Datura stramonium
1.1.1.236
-
 Brugmansia x candida

Source Tissue

EC Number Source Tissue Comment Organism Textmining
1.1.1.206 root
-
 Datura stramonium
-
1.1.1.206 root
-
 Brugmansia sp.
-
1.1.1.236 root
-
 Datura stramonium
-
1.1.1.236 root
-
 Hyoscyamus niger
-
1.1.1.236 root
-
 Brugmansia x candida
-
1.4.3.22 hairy root culture
-
 Brugmansia x candida
-
2.3.1.185 root root culture Brugmansia x candida
-
2.3.1.186 root root culture culture Brugmansia x candida
-

Specific Activity [micromol/min/mg]

EC Number Specific Activity Minimum [µmol/min/mg] Specific Activity Maximum [µmol/min/mg] Comment Organism
2.3.1.185 0.00075
-
 activity with tropine and acetyl-CoA Brugmansia x candida
2.3.1.185 0.001
-
 activity with tropine and tigloyl-CoA Brugmansia x candida
2.3.1.186 0.0035
-
 activity with pseudotropine and acetyl-CoA Brugmansia x candida
2.3.1.186 0.025
-
 activity with pseudotropine and tigloyl-CoA Brugmansia x candida

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.1.1.206 3-methylcyclohexanone + NADPH
-
 Datura stramonium 3-methylcyclohexanol + NADP+
-
 ?
1.1.1.206 3-methylcyclohexanone + NADPH
-
 Brugmansia sp. 3-methylcyclohexanol + NADP+
-
 ?
1.1.1.206 3-quinuclidinone + NADPH + H+
-
 Datura stramonium quinuclidin-3-ol + NADP+
-
 ?
1.1.1.206 3-quinuclidinone + NADPH + H+
-
 Brugmansia sp. quinuclidin-3-ol + NADP+
-
 ?
1.1.1.206 4-ethylcyclohexanone + NADPH
-
 Datura stramonium 4-ethylcyclohexanol + NADP+
-
 ?
1.1.1.206 4-ethylcyclohexanone + NADPH
-
 Brugmansia sp. 4-ethylcyclohexanol + NADP+
-
 ?
1.1.1.206 4-ethylcyclohexanone + NADPH
-
 Datura stramonium cv. D15/5 4-ethylcyclohexanol + NADP+
-
 ?
1.1.1.206 4-methylcyclohexanone + NADPH
-
 Datura stramonium 4-methylcyclohexanol + NADP+
-
 ?
1.1.1.206 4-methylcyclohexanone + NADPH
-
 Brugmansia sp. 4-methylcyclohexanol + NADP+
-
 ?
1.1.1.206 4-methylcyclohexanone + NADPH
-
 Datura stramonium cv. D15/5 4-methylcyclohexanol + NADP+
-
 ?
1.1.1.206 7-hydroxytropinone + NADPH
-
 Datura stramonium 7-hydroxytropan-3-ol + NADP+
-
 ?
1.1.1.206 7-hydroxytropinone + NADPH
-
 Brugmansia sp. 7-hydroxytropan-3-ol + NADP+
-
 ?
1.1.1.206 N-(2-fluoroethyl)nortropinone + NADPH
-
 Datura stramonium N-(2-fluoroethyl)nortropan-3-ol + NADP+
-
 ?
1.1.1.206 N-(2-fluoroethyl)nortropinone + NADPH
-
 Brugmansia sp. N-(2-fluoroethyl)nortropan-3-ol + NADP+
-
 ?
1.1.1.206 N-isopropylnortropinone + NADPH
-
 Datura stramonium N-isopropylnortropan-3-ol + NADP+
-
 ?
1.1.1.206 N-isopropylnortropinone + NADPH
-
 Brugmansia sp. N-isopropylnortropan-3-ol + NADP+
-
 ?
1.1.1.206 N-methyl-4-piperidone + NADPH
-
 Datura stramonium 1-methylpiperidin-4-ol + NADP+
-
 ?
1.1.1.206 N-methyl-4-piperidone + NADPH
-
 Brugmansia sp. 1-methylpiperidin-4-ol + NADP+
-
 ?
1.1.1.206 N-methyl-4-piperidone + NADPH
-
 Datura stramonium cv. D15/5 1-methylpiperidin-4-ol + NADP+
-
 ?
1.1.1.206 nortropine + NADP+
-
 Datura stramonium nortropinone + NADPH
-
 ?
1.1.1.206 nortropine + NADP+
-
 Brugmansia sp. nortropinone + NADPH
-
 r
1.1.1.206 nortropine + NADP+
-
 Datura stramonium cv. D15/5 nortropinone + NADPH
-
 ?
1.1.1.206 tropine + NADP+
-
 Datura stramonium tropinone + NADPH
-
 r
1.1.1.206 tropine + NADP+
-
 Brugmansia sp. tropinone + NADPH
-
 r
1.1.1.206 tropine + NADP+
-
 Datura stramonium cv. D15/5 tropinone + NADPH
-
 r
1.1.1.236 N-(2-fluoroethyl)nortropinone + NADPH
-
 Datura stramonium ? + NADP+
-
 ?
1.1.1.236 N-ethylnortropinone + NADPH
-
 Datura stramonium ? + NADP+
-
 ?
1.1.1.236 N-iso-propylnortropinone + NADPH
-
 Datura stramonium ? + NADP+
-
 ?
1.1.1.236 N-methyl-4-piperidone + NADPH
-
 Datura stramonium N-methylpiperidin-4-ol + NADP+
-
 ?
1.1.1.236 N-methyl-4-piperidone + NADPH
-
 Hyoscyamus niger N-methylpiperidin-4-ol + NADP+
-
 ?
1.1.1.236 tropinone + NADPH + H+
-
 Datura stramonium pseudotropine + NADP+
-
 ?
1.1.1.236 tropinone + NADPH + H+
-
 Hyoscyamus niger pseudotropine + NADP+
-
 ?
1.1.1.236 tropinone + NADPH + H+
-
 Brugmansia x candida pseudotropine + NADP+
-
 ?
1.4.3.22 1,4-diaminobutane + H2O + O2 56% activity compared to activity with N-methylputrescine Brugmansia x candida 4-aminobutanal + NH3 + H2O2
-
 ?
1.4.3.22 cadaverine + H2O + O2 15% activity compared to activity with N-methylputrescine Brugmansia x candida 5-aminopentanal + NH3 + H2O2
-
 ?
1.4.3.22 N-(2-fluoroethyl)putrescine + H2O + O2 same activity as with N-methylputrescine as substrate Brugmansia x candida N-(2-fluoroethyl)aminobutanal + NH3 + H2O2
-
 ?
1.4.3.22 N-ethylcadaverine + H2O + O2 17% activity compared to activity with N-methylputrescine Brugmansia x candida 5-(ethylamino)pentanal + NH3 + H2O2
-
 ?
1.4.3.22 N-ethylputrescine + H2O + O2 same activity as with N-methylputrescine as substrate Brugmansia x candida 4-(ethylamino)butanal + NH3 + H2O2
-
 ?
1.4.3.22 N-methylcadaverine + H2O + O2 16% activity compared to activity with N-methylputrescine Brugmansia x candida 5-(methylamino)pentanal + NH3 + H2O2
-
 ?
1.4.3.22 N-methylputrescine + H2O + O2 best substrate Brugmansia x candida 4-(methylamino)butanal + NH3 + H2O2
-
 ?
1.4.3.22 N-n-propylputrescine + H2O + O2 50% of the activity compared to N-methylputrescine as substrate Brugmansia x candida 4-propylaminobutanal + NH3 + H2O2
-
 ?
2.3.1.185 acetyl-CoA + N-ethylnortropan-3-ol 16% of the activity with acetyl-CoA and tropine Brugmansia x candida CoA + 8-ethyl-8-azabicyclo[3.2.1]oct-3-yl-acetate
-
 ?
2.3.1.185 acetyl-CoA + tropine
-
 Brugmansia x candida CoA + O-acetyltropine
-
 ?
2.3.1.185 additional information no activity with pseudotropine Brugmansia x candida ?
-
 ?
2.3.1.185 tigloyl-CoA + N-ethylnortropan-3-ol 76% of the activity with tigloyl-CoA and tropine Brugmansia x candida CoA + 8-ethyl-8-azabicyclo[3.2.1]oct-3-yl (2E)-2-methylbut-2-enoate
-
 ?
2.3.1.185 tigloyl-CoA + norpseudopelletierin-3-ol 5% of the activity with tigloyl-CoA and tropine Brugmansia x candida CoA + ?
-
 ?
2.3.1.185 tigloyl-CoA + tropine
-
 Brugmansia x candida CoA + O-tigloyltropine
-
 ?
2.3.1.186 acetyl-CoA + N-(2-fluoroethyl)nortropan-3-ol 16% of the activity with acetyl-CoA and pseudotropine Brugmansia x candida CoA + N-(2-fluoroethyl)nortropan-3-ol acetyl ester
-
 ?
2.3.1.186 acetyl-CoA + N-ethylnorpseudopelletierin-3-ol % of the activity with acetyl-CoA and pseudotropine Brugmansia x candida CoA + N-ethylnorpseudopelletierin-3-ol acetyl ester
-
 ?
2.3.1.186 acetyl-CoA + N-ethylnortropan-3-ol 35% of the activity with acetyl-CoA and pseudotropine Brugmansia x candida CoA + N-ethylnortropan-3-ol acetyl ester
-
 ?
2.3.1.186 acetyl-CoA + N-iso-propylnorpseudopelletierin-3-ol 7% of the activity with acetyl-CoA and pseudotropine Brugmansia x candida CoA + N-iso-propylnorpseudopelletierin-3-ol acetyl ester
-
 ?
2.3.1.186 acetyl-CoA + norpseudopelletierin-3-ol 9% of the activity with acetyl-CoA and pseudotropine Brugmansia x candida CoA + norpseudopelletierin-3-ol acetyl ester
-
 ?
2.3.1.186 acetyl-CoA + pseudopelletierin-3-ol % of the activity with acetyl-CoA and pseudotropine Brugmansia x candida CoA + pseudopelletierin-3-ol acetyl ester
-
 ?
2.3.1.186 acetyl-CoA + pseudotropine
-
 Brugmansia x candida CoA + O-acetylpseudotropine
-
 ?
2.3.1.186 additional information no activity with tropine Brugmansia x candida ?
-
 ?
2.3.1.186 tigloyl-CoA + N-(2-fluoroethyl)nortropan-3-ol 74% of the activity with tigloyl-CoA and pseudotropine Brugmansia x candida CoA + 3-O-tigloyl-N-(2-fluoroethyl)nortropan-3-ol
-
 ?
2.3.1.186 tigloyl-CoA + N-ethylnorpseudopelletierin-3-ol % of the activity with tigloyl-CoA and pseudotropine Brugmansia x candida CoA + 3-O-tigloyl-N-ethylnorpseudopelletierin-3-ol
-
 ?
2.3.1.186 tigloyl-CoA + N-ethylnortropan-3-ol 81% of the activity with tigloyl-CoA and pseudotropine Brugmansia x candida CoA + 3-O-tigloyl-N-ethylnortropan-3-ol
-
 ?
2.3.1.186 tigloyl-CoA + N-iso-propylnorpseudopelletierin-3-ol 2% of the activity with tigloyl-CoA and pseudotropine Brugmansia x candida CoA + 3-O-tigloyl-N-iso-propylnorpseudopelletierin-3-ol
-
 ?
2.3.1.186 tigloyl-CoA + norpseudopelletierin-3-ol 13% of the activity with tigloyl-CoA and pseudotropine Brugmansia x candida CoA + 3-O-tigloyl-norpseudopelletierin-3-ol
-
 ?
2.3.1.186 tigloyl-CoA + norpseudopelletierin-3-ol 40% of the activity with tigloyl-CoA and pseudotropine Brugmansia x candida CoA + 3-O-tigloyl-norpseudopelletierin-3-ol
-
 ?
2.3.1.186 tigloyl-CoA + pseudopelletierin-3-ol % of the activity with tigloyl-CoA and pseudotropine Brugmansia x candida CoA + 3-O-tigloyl-pseudopelletierin-3-ol
-
 ?
2.3.1.186 tigloyl-CoA + pseudotropine
-
 Brugmansia x candida CoA + O-tigloylpseudotropine
-
 ?

Synonyms

EC Number Synonyms Comment Organism
1.4.3.22 MPO
-
 Brugmansia x candida
1.4.3.22 N-methylputrescine oxidase
-
 Brugmansia x candida
2.3.1.185 tropine:acyl-CoA transferase
-
 Brugmansia x candida
2.3.1.186 pseudotropine:acyl-CoA transferase
-
 Brugmansia x candida

General Information

EC Number General Information Comment Organism
1.4.3.22 physiological function study of the enzymes of N-alkyltropane biosynthesis: tropinone reductase I (EC 1.1.1.206), tropinone reductase II (EC 1.1.1.236), and tropin:acyl-CoA transferase, pseudotropine:acyl-CoA transferase Brugmansia x candida