5.4.99.39: beta-amyrin synthase
This is an abbreviated version!
For detailed information about beta-amyrin synthase, go to the full flat file.
Word Map on EC 5.4.99.39
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5.4.99.39
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triterpene
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oxidosqualene
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saponin
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triterpenoids
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lupeol
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cyclases
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glycyrrhiza
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cycloartenol
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oleanolic
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lanosterol
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uralensis
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oleanane-type
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2,3-oxidosqualene
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oleanane
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dammarenediol
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soyasapogenol
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synthesis
- 5.4.99.39
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triterpene
- oxidosqualene
- saponin
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triterpenoids
- lupeol
- cyclases
- glycyrrhiza
- cycloartenol
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oleanolic
- lanosterol
- uralensis
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oleanane-type
- 2,3-oxidosqualene
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oleanane
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dammarenediol
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soyasapogenol
- synthesis
Reaction
Synonyms
AMS1, amyrin synthase, B-AS, bAS, BAS-like 2, BAS1, BAS2, beta-amyrin cyclase, beta-amyrin synthase, beta-AS, betaAS, BPY, CbbAS, CrAS, EsBAS, EtAS, GmAMS1, GsAS1, GsAS2, MdOSC1, MtAMY1, multifunctional OSC, ObAS1, OPSC 1, OSC, OSC1, OSC2, OXA1, Oxidosqualene cyclase, PBA, PlgOSC1, PNY, PSY, PtBS, SITTS1, SlTTS1, SvBS
ECTree
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Substrates Products
Substrates Products on EC 5.4.99.39 - beta-amyrin synthase
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REACTION DIAGRAM
(3R)-2,2-dimethyl-3-[(3E,7E,11E)-3,7,12,16-tetramethylheptadeca-3,7,11,15-tetraen-1-yl]oxirane
(3alpha,9xi,10alpha)-4,4,14,20-tetramethylpregn-7-en-3-ol
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pre-chair-chair-chair-boat conformation of substrate
about 1% of the yield with substrate 24,30-bisnor-2,3-oxidosqualene
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24,30-bisnor-2,3-oxidosqualene
29,30-bisnor-beta-amyrin + 29,30-bisnorgermanicol + 29,30-bisnor-delta-amyrin
(3S)-2,3-epoxy-2,3-dihydrosqualene
beta-amyrin
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r
(3S)-2,3-epoxy-2,3-dihydrosqualene
beta-amyrin
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isoform SITT1 produces 13% beta-amyrin
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euph-7-en-3beta-ol + bacchar-12-en-3beta-ol
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about 10% of the yield with substrate 24,30-bisnor-2,3-oxidosqualene
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22,23-dihydro-2,3-oxidosqualene
euph-7-en-3beta-ol + bacchar-12-en-3beta-ol
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substrate is in a chair-chair-chair-boat conformation
4:1 mixture of euph-7-en-3beta-ol and bacchar-12-en-3beta-ol
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29,30-bisnor-beta-amyrin + 29,30-bisnorgermanicol + 29,30-bisnor-delta-amyrin
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24,30-bisnor-2,3-oxidosqualene
29,30-bisnor-beta-amyrin + 29,30-bisnorgermanicol + 29,30-bisnor-delta-amyrin
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3:1:0.2 mixture of 29,30-bisnor-beta-amyrin, 29,30-bisnorgermanicol and 29,30-bisnor-delta-amyrin, 3:1:0.2 product ratio
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metabolite identification by GC/MS analysis
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additional information
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metabolite identification by GC/MS analysis
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additional information
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metabolite identification by GC-MS/MS analysis
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additional information
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GC-MS and NMR spectroscopic product and metabolites identification from reactions of wild-type and mutant enzymes, overview
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additional information
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product identification by EIMS and NMR spectral analyses
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additional information
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enzyme is involved in saponin biosynthesis
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additional information
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MdOSC1 is a mixed amyrin synthase, with a 5:1 ratio of alpha-amyrin to beta-amyrin. The alpha-amyrin to beta-amyrin to lupeol production ratio for MdOSC1 from (S)-2,3-oxidosqualene is 85:13:2
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additional information
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MdOSC1 is a mixed amyrin synthase, with a 5:1 ratio of alpha-amyrin to beta-amyrin. The alpha-amyrin to beta-amyrin to lupeol production ratio for MdOSC1 from (S)-2,3-oxidosqualene is 85:13:2
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additional information
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GC-MS analysis metabolite identification
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