2.3.1.160: vinorine synthase
This is an abbreviated version!
For detailed information about vinorine synthase, go to the full flat file.
Word Map on EC 2.3.1.160
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2.3.1.160
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rauvolfia
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ajmaline
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acyltransferases
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serpentina
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antiarrhythmic
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indole
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monoterpenoid
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morphine
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gardneral
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hanging-drop
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coa-dependent
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hxxxd
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vindoline
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strictosidine
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deacetylvindoline
- 2.3.1.160
- rauvolfia
- ajmaline
- acyltransferases
- serpentina
-
antiarrhythmic
- indole
-
monoterpenoid
- morphine
- gardneral
-
hanging-drop
-
coa-dependent
-
hxxxd
- vindoline
- strictosidine
- deacetylvindoline
Reaction
Synonyms
More, vinorine synthase, VS
ECTree
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Substrates Products
Substrates Products on EC 2.3.1.160 - vinorine synthase
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REACTION DIAGRAM
11-methoxy-16-epivellosimine + acetyl-CoA
CoA + 11-methoxy-vinorine
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?
16-epi-vellosimine + acetyl-CoA
vinorine + CoA
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VS responsible for generation of the basic carbon skeleton of the target compound ajmaline, His160 and Asp164 are the most important amino acids for the catalytic process, His-X-X-X-Asp sequence together with Asp-Phe-Gly-Trp-Gly are highly conserved motifs in acyltransferases
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-
?
acetyl-CoA + 16-epivellosimine
CoA + vinorine
the enzyme is involved in a crucial step of antiarrhythmic drug ajmaline biosynthesis, pathway overview
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r
acetyl-CoA + 16-epivellosimine
CoA + vinorine
Rauvolfia serpentina x Rhazya stricta
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the enzyme is involved in a crucial step of antiarrhythmic drug ajmaline biosynthesis, pathway overview
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-
?
acetyl-CoA + 16-epivellosimine
CoA + vinorine
Rauvolfia serpentina x Rhazya stricta
the enzyme is involved in a crucial step of antiarrhythmic drug ajmaline biosynthesis, pathway overview
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-
r
acetyl-CoA + 16-epivellosimine
CoA + vinorine
Rauvolfia serpentina x Rhazya stricta
substrate specificity in both reaction directions, the reverse reaction is preferred
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r
acetyl-CoA + 16-epivellosimine
CoA + vinorine
Rauvolfia serpentina x Rhazya stricta
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the forward reaction is preferred
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r
CoA + 11-methoxyvinorine
Rauvolfia serpentina x Rhazya stricta
i.e. 11-methoxy-16-epivellosimine, sarpagan-type alkaloid
ajmalin-type alkaloid
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r
acetyl-CoA + gardneral
CoA + 11-methoxyvinorine
Rauvolfia serpentina x Rhazya stricta
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sarpagan-type alkaloid, the forward reaction is preferred
ajmalin-type alkaloid
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r
?
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Rauvolfia serpentina x Rhazya stricta
no activity with polyneuridine, vomilenine, 17-O-acetyl-norajmaline, and N-methylgardneral
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?
additional information
?
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Rauvolfia serpentina x Rhazya stricta
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the acetylation is important for stabilization of the immediate indolenine 17-deacetyl-vinorine, which would otherwise be spontaneously re-transformed
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?