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Literature summary for 1.14.13.101 extracted from

  • Lindigkeit, R.; Biller, A.; Buch, M.; Schiebel, H.M.; Boppre, M.; Hartmann, T.
    The two faces of pyrrolizidine alkaloids: the role of the tertiary amine and its N-oxide in chemical defense of insects with aquired alkaloids (1997), Eur. J. Biochem., 245, 626-636.
    View publication on PubMed

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.0013
-
NADPH pH 7.0, pH 37°C Tyria jacobaeae
0.0014
-
senecionine pH 7.0, 37°C Tyria jacobaeae
0.0029
-
monocrotaline pH 7.0, 37°C Creatonotos transiens
0.0031
-
senecionine pH 7.0, 37°C Creatonotos transiens
0.0048
-
senecionine pH 7.0, 37°C Arctia caja
0.0051
-
monocrotaline pH 7.0, 37°C Arctia caja
0.0125
-
monocrotaline pH 7.0, 37°C Tyria jacobaeae
0.0186
-
heliotrine pH 7.0, 37°C Arctia caja
0.0229
-
heliotrine pH 7.0, 37°C Creatonotos transiens
0.284
-
heliotrine pH 7.0, 37°C Tyria jacobaeae

Localization

Localization Comment Organism GeneOntology No. Textmining
soluble
-
Tyria jacobaeae
-
-

Molecular Weight [Da]

Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
51000
-
4 * 51000, SDS-PAGE Tyria jacobaeae
200000
-
gel filtration Tyria jacobaeae

Organism

Organism UniProt Comment Textmining
Amerila phaedra
-
-
-
Arctia caja
-
-
-
Arctia intercalaris
-
-
-
Callimorpha dominula
-
-
-
Creatonotos transiens
-
-
-
Idea leuconoe
-
-
-
no activity in Spodoptera littoralis
-
-
-
Tyria jacobaeae
-
-
-
Zonocerus variegatus
-
-
-

Purification (Commentary)

Purification (Comment) Organism
-
Tyria jacobaeae

Source Tissue

Source Tissue Comment Organism Textmining
adult
-
Amerila phaedra
-
fat body
-
Zonocerus variegatus
-
hemolymph from late instar larvae Tyria jacobaeae
-
larva
-
Arctia caja
-
larva
-
Creatonotos transiens
-
larva
-
Callimorpha dominula
-
larva
-
Arctia intercalaris
-
pupa
-
Idea leuconoe
-

Specific Activity [micromol/min/mg]

Specific Activity Minimum [µmol/min/mg] Specific Activity Maximum [µmol/min/mg] Comment Organism
4.67
-
-
Tyria jacobaeae

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
axillaridine + NADPH + O2 76% of the activity with senecionine Tyria jacobaeae axillaridine N-oxide + NADP+ + H2O
-
?
axillaridine + NADPH + O2 79% of the activity with senecionine Arctia caja axillaridine N-oxide + NADP+ + H2O
-
?
axillaridine + NADPH + O2 93% of the activity with senecionine Creatonotos transiens axillaridine N-oxide + NADP+ + H2O
-
?
axillarine + NADPH + O2 38% of the activity with senecionine Creatonotos transiens axillarine N-oxide + NADP+ + H2O
-
?
axillarine + NADPH + O2 55% of the activity with senecionine Arctia caja axillarine N-oxide + NADP+ + H2O
-
?
axillarine + NADPH + O2 74% of the activity with senecionine Tyria jacobaeae axillarine N-oxide + NADP+ + H2O
-
?
heliotrine + NADPH + O2
-
Tyria jacobaeae heliotrine N-oxide + NADP+ + H2O
-
?
heliotrine + NADPH + O2 115% of the activity with senecionine Creatonotos transiens heliotrine N-oxide + NADP+ + H2O
-
?
heliotrine + NADPH + O2 25% of the activity with senecionine Tyria jacobaeae heliotrine N-oxide + NADP+ + H2O
-
?
heliotrine + NADPH + O2 86% of the activity with senecionine Arctia caja heliotrine N-oxide + NADP+ + H2O
-
?
indicine + NADPH + O2 35% of the activity with senecionine Tyria jacobaeae indicine N-oxide + NADP+ + H2O
-
?
indicine + NADPH + O2 78% of the activity with senecionine Creatonotos transiens indicine N-oxide + NADP+ + H2O
-
?
indicine + NADPH + O2 90% of the activity with senecionine Arctia caja indicine N-oxide + NADP+ + H2O
-
?
lycopsamine + NADPH + O2 20% of the activity with senecionine Tyria jacobaeae lycopsamine N-oxide + NADP+ + H2O
-
?
lycopsamine + NADPH + O2 75% of the activity with senecionine Creatonotos transiens lycopsamine N-oxide + NADP+ + H2O
-
?
lycopsamine + NADPH + O2 93% of the activity with senecionine Arctia caja lycopsamine N-oxide + NADP+ + H2O
-
?
monocrotaline + NADPH + O2
-
Tyria jacobaeae monocrotaline N-oxide + NADP+ + H2O
-
?
monocrotaline + NADPH + O2 103% of the activity with senecionine Arctia caja monocrotaline N-oxide + NADP+ + H2O
-
?
monocrotaline + NADPH + O2 110% of the activity with senecionine Creatonotos transiens monocrotaline N-oxide + NADP+ + H2O
-
?
monocrotaline + NADPH + O2 92% of the activity with senecionine Tyria jacobaeae monocrotaline N-oxide + NADP+ + H2O
-
?
additional information the enzyme N-oxidizes only alkaloids with structural elements which are essential for hepatotoxic and genotoxic pyrrolizidine alkaloids, i.e. 1,2-double bond, esterification of the allylic hydroxyl group, presence of a second free or esterified hydroxyl group at carbon 7. No activity with: senkirkine, sarracine, supinine, phalaenopsine, retronecine, heliotridine, supinidine, isoretronecanol, nicotine, caffeine, tropane alkaloids, quinolizidine alkaloids, indole alkaloids, isoquinolines and synthetic heterocyclic tertiary amines Tyria jacobaeae ?
-
?
additional information the enzyme N-oxidizes only alkaloids with structural elements which are essential for hepatotoxic and genotoxic pyrrolizidine alkaloids, i.e. 1,2-double bond, esterification of the allylic hydroxyl group, presence of a second free or esterified hydroxyl group at carbon 7. No activity with: triangularine, senkirkine, sarracine, supinine, phalaenopsine, retronecine, heliotridine, supinidine, isoretronecanol, nicotine, caffeine, tropane alkaloids, quinolizidine alkaloids, indole alkaloids, isoquinolines and synthetic heterocyclic tertiary amines Arctia caja ?
-
?
additional information the enzyme N-oxidizes only alkaloids with structural elements which are essential for hepatotoxic and genotoxic pyrrolizidine alkaloids, i.e. 1,2-double bond, esterification of the allylic hydroxyl group, presence of a second free or esterified hydroxyl group at carbon 7. No activity with: triangularine, senkirkine, sarracine, supinine, phalaenopsine, retronecine, heliotridine, supinidine, isoretronecanol, nicotine, caffeine, tropane alkaloids, quinolizidine alkaloids, indole alkaloids, isoquinolines and synthetic heterocyclic tertiary amines Creatonotos transiens ?
-
?
retrorsine + NADPH + O2 93% of the activity with senecionine Creatonotos transiens retrorsine N-oxide + NADP+ + H2O
-
?
retrorsine + NADPH + O2 97% of the activity with senecionine Tyria jacobaeae retrorsine N-oxide + NADP+ + H2O
-
?
retrorsine + NADPH + O2 as active as senecionine Arctia caja retrorsine N-oxide + NADP+ + H2O
-
?
rinderine + NADPH + O2 23% of the activity with senecionine Tyria jacobaeae rinderine N-oxide + NADP+ + H2O
-
?
rinderine + NADPH + O2 79% of the activity with senecionine Arctia caja rinderine N-oxide + NADP+ + H2O
-
?
rinderine + NADPH + O2 81% of the activity with senecionine Creatonotos transiens rinderine N-oxide + NADP+ + H2O
-
?
senecionine + NADPH + O2
-
Arctia caja senecionine N-oxide + NADP+ + H2O
-
?
senecionine + NADPH + O2
-
Tyria jacobaeae senecionine N-oxide + NADP+ + H2O
-
?
senecionine + NADPH + O2
-
Creatonotos transiens senecionine N-oxide + NADP+ + H2O
-
?
seneciphylline + NADPH + O2 117% of the activity with senecionine Arctia caja seneciphylline N-oxide + NADP+ + H2O
-
?
seneciphylline + NADPH + O2 119% of the activity with senecionine Creatonotos transiens seneciphylline N-oxide + NADP+ + H2O
-
?
seneciphylline + NADPH + O2 95% of the activity with senecionine Tyria jacobaeae seneciphylline N-oxide + NADP+ + H2O
-
?
senecivernine + NADPH + O2 107% of the activity with senecionine Arctia caja senecivernine N-oxide + NADP+ + H2O
-
?
senecivernine + NADPH + O2 113% of the activity with senecionine Creatonotos transiens senecivernine N-oxide + NADP+ + H2O
-
?
senecivernine + NADPH + O2 81% of the activity with senecionine Tyria jacobaeae senecivernine N-oxide + NADP+ + H2O
-
?
triangularine + NADPH + O2 60% of the activity with senecionine Tyria jacobaeae triangularine N-oxide + NADP+ + H2O
-
?

Subunits

Subunits Comment Organism
tetramer 4 * 51000, SDS-PAGE Tyria jacobaeae

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
40 45
-
Tyria jacobaeae

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7
-
-
Tyria jacobaeae

Cofactor

Cofactor Comment Organism Structure
FAD molar apoenzyme/FAD ratio of 0.4 Tyria jacobaeae
NADPH strictly dependent on Arctia caja
NADPH strictly dependent on Creatonotos transiens
NADPH strictly dependent on, no reaction with NADH Tyria jacobaeae

pI Value

Organism Comment pI Value Maximum pI Value
Tyria jacobaeae determination on an Ampholine PAGplate pH 3.5-9.5 using a horizantal electrophoresis system
-
4.9