KEGG   ORTHOLOGY: K22436
Entry
K22436            Tight     KO                                     
Symbol
PSIM
Name
psilocybin synthase [EC:2.1.1.345]
Pathway
map00901  Indole alkaloid biosynthesis
map01100  Metabolic pathways
map01110  Biosynthesis of secondary metabolites
Module
M00962  Psilocybin biosynthesis, tryptophan => psilocybin
Reaction
R11934  S-adenosyl-L-methionine:norbaeocystin N,N-dimethyltransferase
R11935  S-adenosyl-L-methionine:norbaeocystin N-methyltransferase
R11936  S-adenosyl-L-methionine:baeocystin N-methyltransferase
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09110 Biosynthesis of other secondary metabolites
   00901 Indole alkaloid biosynthesis
    K22436  PSIM; psilocybin synthase
Enzymes [BR:ko01000]
 2. Transferases
  2.1  Transferring one-carbon groups
   2.1.1  Methyltransferases
    2.1.1.345  psilocybin synthase
     K22436  PSIM; psilocybin synthase
Other DBs
COG: COG3129
Genes
PCUB: JR316_0010788
AG: ASU62238(psiM)
Reference
  Authors
Fricke J, Blei F, Hoffmeister D
  Title
Enzymatic Synthesis of Psilocybin.
  Journal
Angew Chem Int Ed Engl 56:12352-12355 (2017)
DOI:10.1002/anie.201705489
  Sequence
LinkDB

KEGG   ENZYME: 2.1.1.345
Entry
EC 2.1.1.345                Enzyme                                 
Name
psilocybin synthase;
PsiM
Class
Transferases;
Transferring one-carbon groups;
Methyltransferases
Sysname
S-adenosyl-L-methionine:4-hydroxytryptamine-4-phosphate N,N-dimethyltransferase
Reaction(IUBMB)
2 S-adenosyl-L-methionine + 4-hydroxytryptamine 4-phosphate = 2 S-adenosyl-L-homocysteine + psilocybin (overall reaction) [RN:R11934];
(1a) S-adenosyl-L-methionine + 4-hydroxytryptamine 4-phosphate = S-adenosyl-L-homocysteine + 4-hydroxy-N-methyltryptamine 4-phosphate [RN:R11935];
(1b) S-adenosyl-L-methionine + 4-hydroxy-N-methyltryptamine 4-phosphate = S-adenosyl-L-homocysteine + psilocybin [RN:R11936]
Reaction(KEGG)
Substrate
S-adenosyl-L-methionine [CPD:C00019];
4-hydroxytryptamine 4-phosphate [CPD:C21778];
4-hydroxy-N-methyltryptamine 4-phosphate [CPD:C21779]
Product
S-adenosyl-L-homocysteine [CPD:C00021];
psilocybin [CPD:C07576];
4-hydroxy-N-methyltryptamine 4-phosphate [CPD:C21779]
Comment
Isolated from the fungus Psilocybe cubensis. The product, psilocybin, is a psychoactive compound.
History
EC 2.1.1.345 created 2017
Pathway
ec00901  Indole alkaloid biosynthesis
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K22436  psilocybin synthase
Genes
PCUBJR316_0010788
Reference
1  [PMID:28763571]
  Authors
Fricke J, Blei F, Hoffmeister D
  Title
Enzymatic Synthesis of Psilocybin.
  Journal
Angew Chem Int Ed Engl 56:12352-12355 (2017)
DOI:10.1002/anie.201705489
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 2.1.1.345
IUBMB Enzyme Nomenclature: 2.1.1.345
ExPASy - ENZYME nomenclature database: 2.1.1.345
BRENDA, the Enzyme Database: 2.1.1.345
LinkDB

KEGG   REACTION: R11936
Entry
R11936                      Reaction                               
Name
S-adenosyl-L-methionine:baeocystin N-methyltransferase
Definition
S-Adenosyl-L-methionine + Baeocystin <=> S-Adenosyl-L-homocysteine + Psilocybin
Equation
Reaction class
RC00181  C07576_C21779
Enzyme
Pathway
rn00901  Indole alkaloid biosynthesis
rn01100  Metabolic pathways
rn01110  Biosynthesis of secondary metabolites
Module
M00962  Psilocybin biosynthesis, tryptophan => psilocybin
Brite
Enzymatic reactions [BR:br08201]
 2. Transferase reactions
  2.1  Transferring one-carbon groups
   2.1.1  Methyltransferases
    2.1.1.345
     R11936  S-Adenosyl-L-methionine + Baeocystin <=> S-Adenosyl-L-homocysteine + Psilocybin
Orthology
K22436  psilocybin synthase [EC:2.1.1.345]
Other DBs
RHEA: 55579
LinkDB

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