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Literature summary for 2.3.1.93 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
Search for more literature for 2.3.1.93

Activating Compound

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

Inhibitors

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

KM Value [mM]

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

Metals/Ions

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

Natural Substrates/ Products (Substrates)

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

Organism

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

Oxidation Stability

Oxidation Stability Organism
O2-sensitive, dithioerythritol stabilizes Lupinus albus

Purification (Commentary)

Purification (Comment) Organism
partial Lupinus albus

Source Tissue

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

Substrates and Products (Substrate)

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

Temperature Optimum [°C]

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

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7 8
-
 Lupinus albus

pH Range

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