Thebaine synthase
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| Thebaine synthase | |||||||||
|---|---|---|---|---|---|---|---|---|---|
| Identifiers | |||||||||
| EC no. | 4.2.99.24 | ||||||||
| Databases | |||||||||
| IntEnz | IntEnz view | ||||||||
| BRENDA | BRENDA entry | ||||||||
| ExPASy | NiceZyme view | ||||||||
| KEGG | KEGG entry | ||||||||
| MetaCyc | metabolic pathway | ||||||||
| PRIAM | profile | ||||||||
| PDB structures | RCSB PDB PDBe PDBsum | ||||||||
| |||||||||
Thebaine synthase (EC 4.2.99.24) is an enzyme isolated from the opium poppy, Papaver somniferum, that catalyzes the chemical reaction:[1][2][3]
This is the final step in the biosynthesis of thebaine, forming a 2,3-dihydrofuran ring with loss of a molecule of acetic acid from 7-O-acetylsalutaridinol.[4][5] The reaction occurs spontaneously in alkali but requires catalysis to occur rapidly under physiological conditions near pH 7.[1][6] Thebaine is an intermediate to many other alkaloids including codeine and morphine.[3][7]
The catalytic mechanism of the enzyme has been studied by crystallography. It is a type of SN2 reaction.[8]