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Literature summary extracted from

  • Wink, M.; Hartmann, T.
    Enzymatic synthesis of quinolizidine alkaloid esters: a tigloyl-CoA:13-hydroxylupanine O-tigloyl transferase from Lupinus albus L. (1982), Planta, 156, 560-565.
    View publication on PubMed

Activating Compound

EC Number Activating Compound Comment Organism Structure
2.3.1.93 dithiothreitol activates about 50-80% Lupinus albus

Inhibitors

EC Number Inhibitors Comment Organism Structure
2.3.1.93 diethyldithiocarbamate
-
Lupinus albus
2.3.1.93 HgCl2 strong Lupinus albus
2.3.1.93 iodoacetamide slight inhibition Lupinus albus
2.3.1.93 additional information EDTA is no inhibitor Lupinus albus
2.3.1.93 N-ethylmaleimide strong Lupinus albus
2.3.1.93 p-hydroxymercuribenzoate strong Lupinus albus

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
2.3.1.93 0.018
-
13-hydroxylupanine
-
Lupinus albus
2.3.1.93 0.14
-
tigloyl-CoA
-
Lupinus albus

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
2.3.1.93 additional information cations, e.g. Fe2+, Ca2+, Mg2+, NH4Cl, Fe3+ have no significant influence Lupinus albus

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
2.3.1.93 tigloyl-CoA + 13-hydroxylupanine Lupinus albus tigloyl-CoA is (E)-2-methylcrotonoyl-CoA CoA + 13-tigloyloxylupanine
-
?
2.3.1.93 tigloyl-CoA + 13-hydroxylupanine Lupinus polyphyllus tigloyl-CoA is (E)-2-methylcrotonoyl-CoA CoA + 13-tigloyloxylupanine
-
?
2.3.1.93 tigloyl-CoA + 13-hydroxylupanine Lupinus albus enzyme is involved in the biosynthesis of quinolizidine alkaloid esters CoA + 13-tigloyloxylupanine
-
?
2.3.1.93 tigloyl-CoA + 13-hydroxylupanine Lupinus polyphyllus enzyme is involved in the biosynthesis of quinolizidine alkaloid esters CoA + 13-tigloyloxylupanine
-
?

Organism

EC Number Organism UniProt Comment Textmining
2.3.1.93 Lupinus albus
-
-
-
2.3.1.93 Lupinus polyphyllus
-
-
-
2.3.1.93 no activity in Conium maculatum
-
-
-
2.3.1.93 no activity in Cytisus scoparius
-
-
-
2.3.1.93 no activity in Pisum sativum
-
-
-
2.3.1.93 no activity in Vicia faba
-
-
-

Oxidation Stability

EC Number Oxidation Stability Organism
2.3.1.93 O2-sensitive, dithioerythritol stabilizes Lupinus albus

Purification (Commentary)

EC Number Purification (Comment) Organism
2.3.1.93 partial Lupinus albus

Source Tissue

EC Number Source Tissue Comment Organism Textmining
2.3.1.93 leaf leaflet Lupinus polyphyllus
-
2.3.1.93 additional information not in root and cell suspension culture Lupinus polyphyllus
-
2.3.1.93 petiole
-
Lupinus polyphyllus
-
2.3.1.93 root
-
Lupinus albus
-
2.3.1.93 seedling high activity in stem and root Lupinus albus
-
2.3.1.93 stem
-
Lupinus polyphyllus
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2.3.1.93 3-methylbutyryl-CoA + 13-hydroxylupanine 97% of activity compared to tigloyl-CoA Lupinus albus CoA + 13-(3-methylbutyryl)oxylupanine
-
ir
2.3.1.93 benzoyl-CoA + 13-hydroxylupanine 111% of activity compared to tigloyl-CoA Lupinus albus CoA + 13-benzoyloxylupanine
-
ir
2.3.1.93 butyryl-CoA + 13-hydroxylupanine 27% of activity compared to tigloyl-CoA Lupinus albus CoA + 13-butyryloxylupanine
-
ir
2.3.1.93 additional information lupinine, 4-hydroxylupinine, and cholesterol and acetyl-CoA are no substrates Lupinus albus ?
-
?
2.3.1.93 propionyl-CoA + 13-hydroxylupanine 25% of activity compared to tigloyl-CoA Lupinus albus CoA + 13-propionyloxylupanine
-
ir
2.3.1.93 tigloyl-CoA + 13-hydroxylupanine tigloyl-CoA is (E)-2-methylcrotonoyl-CoA Lupinus albus CoA + 13-tigloyloxylupanine
-
?
2.3.1.93 tigloyl-CoA + 13-hydroxylupanine tigloyl-CoA is (E)-2-methylcrotonoyl-CoA Lupinus albus CoA + 13-tigloyloxylupanine
-
ir
2.3.1.93 tigloyl-CoA + 13-hydroxylupanine tigloyl-CoA is (E)-2-methylcrotonoyl-CoA Lupinus polyphyllus CoA + 13-tigloyloxylupanine
-
?
2.3.1.93 tigloyl-CoA + 13-hydroxylupanine enzyme is involved in the biosynthesis of quinolizidine alkaloid esters Lupinus albus CoA + 13-tigloyloxylupanine
-
?
2.3.1.93 tigloyl-CoA + 13-hydroxylupanine enzyme is involved in the biosynthesis of quinolizidine alkaloid esters Lupinus polyphyllus CoA + 13-tigloyloxylupanine
-
?
2.3.1.93 valeryl-CoA + 13-hydroxylupanine 73% of activity compared to tigloyl-CoA Lupinus albus CoA + 13-valeryloxylupanine
-
ir

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
2.3.1.93 30
-
-
Lupinus albus

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
2.3.1.93 7 8
-
Lupinus albus

pH Range

EC Number pH Minimum pH Maximum Comment Organism
2.3.1.93 6.5 8 half-maximal activity at pH 6.5, maximal activity at pH 8.0 Lupinus albus