ORTHOLOGY: K01742
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Entry
K01742 Tight KO
Symbol
THS
Name
thebaine synthase [EC:
4.2.99.24
]
Pathway
map00950
Isoquinoline alkaloid biosynthesis
map01100
Metabolic pathways
map01110
Biosynthesis of secondary metabolites
Module
M00944
Morphine biosynthesis, (S)-reticuline => morphine
Reaction
R04769
salutaridinol 7-O-acetate acetate-lyase (thebaine forming)
Brite
KEGG Orthology (KO) [BR:
ko00001
]
09100 Metabolism
09110 Biosynthesis of other secondary metabolites
00950 Isoquinoline alkaloid biosynthesis
K01742 THS; thebaine synthase
Enzymes [BR:
ko01000
]
4. Lyases
4.2 Carbon-oxygen lyases
4.2.99 Other carbon-oxygen lyases
4.2.99.24 thebaine synthase
K01742 THS; thebaine synthase
BRITE hierarchy
Genes
PSOM:
113322169
113340172
Taxonomy
UniProt
Reference
PMID:
29807982
Authors
Chen X, Hagel JM, Chang L, Tucker JE, Shiigi SA, Yelpaala Y, Chen HY, Estrada R, Colbeck J, Enquist-Newman M, Ibanez AB, Cottarel G, Vidanes GM, Facchini PJ
Title
A pathogenesis-related 10 protein catalyzes the final step in thebaine biosynthesis.
Journal
Nat Chem Biol 14:738-743 (2018)
DOI:
10.1038/s41589-018-0059-7
Sequence
[psom:
113322169
]
LinkDB
All DBs
ENZYME: 4.2.99.24
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Entry
EC 4.2.99.24 Enzyme
Name
thebaine synthase;
THS
Class
Lyases;
Carbon-oxygen lyases;
Other carbon-oxygen lyases
BRITE hierarchy
Sysname
salutaridinol 7-O-acetate acetate-lyase (thebaine-forming)
Reaction(IUBMB)
salutaridinol 7-O-acetate = thebaine + acetate [RN:
R04769
]
Reaction(KEGG)
R04769
Reaction
Substrate
salutaridinol 7-O-acetate [CPD:
C05322
]
Product
thebaine [CPD:
C06173
];
acetate [CPD:
C00033
]
Comment
Isolated from the plant Papaver somniferum (opium poppy). The reaction occurs spontaneously when the pH is between 8-9, but the enzyme is required at the physiological pH, which is close to 7.
History
EC 4.2.99.24 created 2019
Pathway
ec00950
Isoquinoline alkaloid biosynthesis
ec01100
Metabolic pathways
ec01110
Biosynthesis of secondary metabolites
Orthology
K01742
thebaine synthase
Genes
PSOM
:
113322169 113340172
Taxonomy
Reference
1 [PMID:
29807982
]
Authors
Chen X, Hagel JM, Chang L, Tucker JE, Shiigi SA, Yelpaala Y, Chen HY, Estrada R, Colbeck J, Enquist-Newman M, Ibanez AB, Cottarel G, Vidanes GM, Facchini PJ
Title
A pathogenesis-related 10 protein catalyzes the final step in thebaine biosynthesis.
Journal
Nat Chem Biol 14:738-743 (2018)
DOI:
10.1038/s41589-018-0059-7
Sequence
[psom:
113322169
]
Other DBs
ExplorEnz - The Enzyme Database:
4.2.99.24
IUBMB Enzyme Nomenclature:
4.2.99.24
ExPASy - ENZYME nomenclature database:
4.2.99.24
BRENDA, the Enzyme Database:
4.2.99.24
LinkDB
All DBs
REACTION: R04769
Help
Entry
R04769 Reaction
Name
salutaridinol 7-O-acetate acetate-lyase (thebaine forming)
Definition
7-O-Acetylsalutaridinol <=> Thebaine + Acetate
Equation
C05322
<=>
C06173
+
C00033
Comment
The reaction occurs spontaneously when the pH is between 8-9.
Reaction class
RC00523
C00033_C05322
RC01956
C05322_C06173
Enzyme
4.2.99.24
Pathway
rn00950
Isoquinoline alkaloid biosynthesis
rn01100
Metabolic pathways
rn01110
Biosynthesis of secondary metabolites
Module
M00944
Morphine biosynthesis, (S)-reticuline => morphine
Brite
Enzymatic reactions [BR:
br08201
]
4. Lyase reactions
4.2 Carbon-oxygen lyases
4.2.99 Other carbon-oxygen lyases
4.2.99.24
R04769 7-O-Acetylsalutaridinol <=> Thebaine + Acetate
BRITE hierarchy
Orthology
K01742
thebaine synthase [EC:
4.2.99.24
]
Other DBs
RHEA:
56911
LinkDB
All DBs
DBGET
integrated database retrieval system