KEGG   ORTHOLOGY: K22098
Entry
K22098                      KO                                     
Symbol
SDR1, NOS
Name
noscapine synthase [EC:1.1.1.415]
Pathway
map00950  Isoquinoline alkaloid biosynthesis
map01100  Metabolic pathways
map01110  Biosynthesis of secondary metabolites
Module
M00946  Noscapine biosynthesis, (S)-reticuline => noscapine
Reaction
R10020  narcotine hemiacetal:NAD+ 1-oxidoreductase
R11696  narcotoline hemiacetal:NAD+ 1-oxidoreductase
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09110 Biosynthesis of other secondary metabolites
   00950 Isoquinoline alkaloid biosynthesis
    K22098  SDR1, NOS; noscapine synthase
Enzymes [BR:ko01000]
 1. Oxidoreductases
  1.1  Acting on the CH-OH group of donors
   1.1.1  With NAD+ or NADP+ as acceptor
    1.1.1.415  noscapine synthase
     K22098  SDR1, NOS; noscapine synthase
Genes
PSOM: 113275170
AG: AFB74619(SDR1)
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:AFB74619]
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: 1.1.1.415
Entry
EC 1.1.1.415                Enzyme                                 
Name
noscapine synthase;
NOS (gene name)
Class
Oxidoreductases;
Acting on the CH-OH group of donors;
With NAD+ or NADP+ as acceptor
Sysname
narcotine hemiacetal:NAD+ 1-oxidoreductase
Reaction(IUBMB)
narcotine hemiacetal + NAD+ = noscapine + NADH + H+ [RN:R10020]
Reaction(KEGG)
R10020;
(other) R11696
Substrate
narcotine hemiacetal [CPD:C20297];
NAD+ [CPD:C00003]
Product
noscapine [CPD:C09592];
NADH [CPD:C00004];
H+ [CPD:C00080]
Comment
The enzyme, characterized from the plant Papaver somniferum (opium poppy), catalyses the last step in the biosynthesis of the isoquinoline alkaloid noscapine.
History
EC 1.1.1.415 created 2018
Pathway
ec00950  Isoquinoline alkaloid biosynthesis
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K22098  noscapine synthase
Genes
PSOM: 113275170
Reference
1  [PMID:24708518]
  Authors
Chen X, Facchini PJ.
  Title
Short-chain dehydrogenase/reductase catalyzing the final step of noscapine biosynthesis is localized to laticifers in opium poppy.
  Journal
Plant J 77:173-84 (2014)
DOI:10.1111/tpj.12379
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
Other DBs
ExplorEnz - The Enzyme Database: 1.1.1.415
IUBMB Enzyme Nomenclature: 1.1.1.415
ExPASy - ENZYME nomenclature database: 1.1.1.415
BRENDA, the Enzyme Database: 1.1.1.415
LinkDB

KEGG   REACTION: R11696
Entry
R11696                      Reaction                               
Name
narcotoline hemiacetal:NAD+ 1-oxidoreductase
Definition
Narcotoline hemiacetal + NAD+ <=> Narcotoline + NADH + H+
Equation
C21600 + C00003 <=> C09593 + C00004 + C00080
Reaction class
RC03498  C09593_C21600
Enzyme
1.1.1.415
Pathway
rn00950  Isoquinoline alkaloid biosynthesis
rn01110  Biosynthesis of secondary metabolites
Brite
Enzymatic reactions [BR:br08201]
 1. Oxidoreductase reactions
  1.1  Acting on the CH-OH group of donors
   1.1.1  With NAD+ or NADP+ as acceptor
    1.1.1.415
     R11696  Narcotoline hemiacetal + NAD+ <=> Narcotoline + NADH + H+
Orthology
K22098  noscapine synthase [EC:1.1.1.415]
LinkDB

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