KEGG   ORTHOLOGY: K22095
Entry
K22095                      KO                                     
Symbol
AT1
Name
(13S,14R)-1,13-dihydroxy-N-methylcandine 13-O-acetyltransferase [EC:2.3.1.285]
Pathway
map00950  Isoquinoline alkaloid biosynthesis
map01100  Metabolic pathways
map01110  Biosynthesis of secondary metabolites
Module
M00946  Noscapine biosynthesis, (S)-reticuline => noscapine
Reaction
R11689  acetyl-CoA:(13S,14R)-1,13-dihydroxy-N-methylcanadine O-acetyltransferase
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09110 Biosynthesis of other secondary metabolites
   00950 Isoquinoline alkaloid biosynthesis
    K22095  AT1; (13S,14R)-1,13-dihydroxy-N-methylcandine 13-O-acetyltransferase
Enzymes [BR:ko01000]
 2. Transferases
  2.3  Acyltransferases
   2.3.1  Transferring groups other than aminoacyl groups
    2.3.1.285  (13S,14R)-1,13-dihydroxy-N-methylcanadine 13-O-acetyltransferase
     K22095  AT1; (13S,14R)-1,13-dihydroxy-N-methylcandine 13-O-acetyltransferase
Genes
ECAD: 122604713
PSOM: 113273664 113303870 113322791
AG: AFB74620(AT1)
Reference
PMID:22653730
  Authors
Winzer T, Gazda V, He Z, Kaminski F, Kern M, Larson TR, Li Y, Meade F, Teodor R, Vaistij FE, Walker C, Bowser TA, Graham IA
  Title
A Papaver somniferum 10-gene cluster for synthesis of the anticancer alkaloid noscapine.
  Journal
Science 336:1704-8 (2012)
DOI:10.1126/science.1220757
  Sequence
[ag:AFB74620]
Reference
PMID:25485687
  Authors
Dang TT, Chen X, Facchini PJ
  Title
Acetylation serves as a protective group in noscapine biosynthesis in opium poppy.
  Journal
Nat Chem Biol 11:104-6 (2015)
DOI:10.1038/nchembio.1717
LinkDB

KEGG   ENZYME: 2.3.1.285
Entry
EC 2.3.1.285                Enzyme                                 
Name
(13S,14R)-1,13-dihydroxy-N-methylcanadine 13-O-acetyltransferase;
AT1 (gene name)
Class
Transferases;
Acyltransferases;
Transferring groups other than aminoacyl groups
Sysname
acetyl-CoA:(13S,14R)-1,13-dihydroxy-cis-N-methylcanadine O-acetyltransferase
Reaction(IUBMB)
acetyl-CoA + (13S,14R)-1,13-dihydroxy-cis-N-methylcanadine = (13S,14R)-13-O-acetyl-1-hydroxy-cis-N-methylcanadine + CoA [RN:R11689]
Reaction(KEGG)
R11689
Substrate
acetyl-CoA [CPD:C00024];
(13S,14R)-1,13-dihydroxy-cis-N-methylcanadine [CPD:C21587]
Product
(13S,14R)-13-O-acetyl-1-hydroxy-cis-N-methylcanadine [CPD:C21588];
CoA [CPD:C00010]
Comment
The enzyme, characterized from the plant Papaver somniferum (opium poppy), participates in the biosynthesis of the isoquinoline alkaloid noscapine.
History
EC 2.3.1.285 created 2019
Pathway
ec00950  Isoquinoline alkaloid biosynthesis
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K22095  (13S,14R)-1,13-dihydroxy-N-methylcandine 13-O-acetyltransferase
Genes
ECAD: 122604713
PSOM: 113273664 113303870 113322791
Reference
1  [PMID:25485687]
  Authors
Dang TT, Chen X, Facchini PJ
  Title
Acetylation serves as a protective group in noscapine biosynthesis in opium poppy.
  Journal
Nat Chem Biol 11:104-6 (2015)
DOI:10.1038/nchembio.1717
Reference
2  [PMID:29610307]
  Authors
Li Y, Li S, Thodey K, Trenchard I, Cravens A, Smolke CD
  Title
Complete biosynthesis of noscapine and halogenated alkaloids in yeast.
  Journal
Proc Natl Acad Sci U S A 115:E3922-E3931 (2018)
DOI:10.1073/pnas.1721469115
  Sequence
[ag:AFB74620]
Other DBs
ExplorEnz - The Enzyme Database: 2.3.1.285
IUBMB Enzyme Nomenclature: 2.3.1.285
ExPASy - ENZYME nomenclature database: 2.3.1.285
BRENDA, the Enzyme Database: 2.3.1.285
LinkDB

KEGG   REACTION: R11689
Entry
R11689                      Reaction                               
Name
acetyl-CoA:(13S,14R)-1,13-dihydroxy-N-methylcanadine O-acetyltransferase
Definition
(13S,14R)-1,13-Dihydroxy-cis-N-methylcanadine + Acetyl-CoA <=> (13S,14R)-13-O-Acetyl-1-hydroxy-cis-N-methylcanadine + CoA
Equation
C21587 + C00024 <=> C21588 + C00010
Reaction class
RC00055  C21587_C21588
Enzyme
2.3.1.285
Pathway
rn00950  Isoquinoline alkaloid biosynthesis
rn01100  Metabolic pathways
rn01110  Biosynthesis of secondary metabolites
Module
M00946  Noscapine biosynthesis, (S)-reticuline => noscapine
Brite
Enzymatic reactions [BR:br08201]
 2. Transferase reactions
  2.3  Acyltransferases
   2.3.1  Transferring groups other than aminoacyl groups
    2.3.1.285
     R11689  (13S,14R)-1,13-Dihydroxy-cis-N-methylcanadine + Acetyl-CoA <=> (13S,14R)-13-O-Acetyl-1-hydroxy-cis-N-methylcanadine + CoA
Orthology
K22095  (13S,14R)-1,13-dihydroxy-N-methylcandine 13-O-acetyltransferase [EC:2.3.1.285]
LinkDB

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