KEGG   ORTHOLOGY: K21722Help
Entry
K21722                      KO                                     

Name
ndmA
Definition
methylxanthine N1-demethylase [EC:1.14.13.178]
Pathway
ko00232  Caffeine metabolism
ko01100  Metabolic pathways
ko01110  Biosynthesis of secondary metabolites
ko01120  Microbial metabolism in diverse environments
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09110 Biosynthesis of other secondary metabolites
   00232 Caffeine metabolism
    K21722  ndmA; methylxanthine N1-demethylase
Enzymes [BR:ko01000]
 1. Oxidoreductases
  1.14  Acting on paired donors, with incorporation or reduction of molecular oxygen
   1.14.13  With NADH or NADPH as one donor, and incorporation of one atom of oxygen into the other donor
    1.14.13.178  methylxanthine N1-demethylase
     K21722  ndmA; methylxanthine N1-demethylase
BRITE hierarchy
Other DBs
RN: R07955 R07956 R07957 R07958 R07969 R07970 R07973 R07974
COG: COG4638
Genes
PYE: A6J80_10900
ASZ: ASN_2329
AG: AFD03116(ndmA)
TaxonomyKoalaUniProt
Reference
  Authors
Summers RM, Louie TM, Yu CL, Gakhar L, Louie KC, Subramanian M
  Title
Novel, highly specific N-demethylases enable bacteria to live on caffeine and related purine alkaloids.
  Journal
J Bacteriol 194:2041-9 (2012)
DOI:10.1128/JB.06637-11
  Sequence

KEGG   ENZYME: 1.14.13.178Help
Entry
EC 1.14.13.178              Enzyme                                 

Name
methylxanthine N1-demethylase;
ndmA (gene name)
Class
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With NADH or NADPH as one donor, and incorporation of one atom of oxygen into the other donor
BRITE hierarchy
Sysname
caffeine:oxygen oxidoreductase (N1-demethylating)
Reaction(IUBMB)
(1) caffeine + O2 + NAD(P)H + H+ = theobromine + NAD(P)+ + H2O + formaldehyde [RN:R07955 R07956];
(2) theophylline + O2 + NAD(P)H + H+ = 3-methylxanthine + NAD(P)+ + H2O + formaldehyde [RN:R07973 R07974];
(3) paraxanthine + O2 + NAD(P)H + H+ = 7-methylxanthine + NAD(P)+ + H2O + formaldehyde [RN:R07957 R07958]
Reaction(KEGG)
Substrate
caffeine [CPD:C07481];
O2 [CPD:C00007];
NADH [CPD:C00004];
NADPH [CPD:C00005];
H+ [CPD:C00080];
theophylline [CPD:C07130];
paraxanthine [CPD:C13747]
Product
theobromine [CPD:C07480];
NAD+ [CPD:C00003];
NADP+ [CPD:C00006];
H2O [CPD:C00001];
formaldehyde [CPD:C00067];
3-methylxanthine [CPD:C16357];
7-methylxanthine [CPD:C16353]
Comment
A non-heme iron oxygenase. The enzyme from the bacterium Pseudomonas putida shares an NAD(P)H-FMN reductase subunit with EC 1.14.13.179, methylxanthine N3-demethylase, and has a 5-fold higher activity with NADH than with NADPH [2]. Also demethylate 1-methylxantine with lower efficiency. Forms part of the degradation pathway of methylxanthines.
History
EC 1.14.13.178 created 2013
Pathway
ec00232  Caffeine metabolism
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
ec01120  Microbial metabolism in diverse environments
Orthology
K21722  methylxanthine N1-demethylase
Genes
PYE: A6J80_10900
ASZ: ASN_2329
Taxonomy
Reference
1  [PMID:20966097]
  Authors
Summers RM, Louie TM, Yu CL, Subramanian M
  Title
Characterization of a broad-specificity non-haem iron N-demethylase from Pseudomonas putida CBB5 capable of utilizing several purine alkaloids as sole carbon and nitrogen source.
  Journal
Microbiology 157:583-92 (2011)
DOI:10.1099/mic.0.043612-0
  Sequence
Reference
2  [PMID:22328667]
  Authors
Summers RM, Louie TM, Yu CL, Gakhar L, Louie KC, Subramanian M
  Title
Novel, highly specific N-demethylases enable bacteria to live on caffeine and related purine alkaloids.
  Journal
J Bacteriol 194:2041-9 (2012)
DOI:10.1128/JB.06637-11
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 1.14.13.178
IUBMB Enzyme Nomenclature: 1.14.13.178
ExPASy - ENZYME nomenclature database: 1.14.13.178
BRENDA, the Enzyme Database: 1.14.13.178

KEGG   REACTION: R07955Help
Entry
R07955                      Reaction                               

Name
caffeine:oxygen oxidoreductase (N1-demethylating)
Definition
Caffeine + NADH + H+ + Oxygen <=> Theobromine + NAD+ + Formaldehyde + H2O
Equation
Reaction class
RC00001  C00003_C00004
RC00334  C07480_C07481
RC01797  C00067_C07481
Enzyme
Pathway
rn00232  Caffeine metabolism
rn01100  Metabolic pathways
rn01110  Biosynthesis of secondary metabolites
rn01120  Microbial metabolism in diverse environments
Orthology
K21722  methylxanthine N1-demethylase [EC:1.14.13.178]
Other DBs
RHEA: 36270

KEGG   REACTION: R07956Help
Entry
R07956                      Reaction                               

Name
caffeine:oxygen oxidoreductase (N1-demethylating)
Definition
Caffeine + NADPH + H+ + Oxygen <=> Theobromine + NADP+ + Formaldehyde + H2O
Equation
Reaction class
RC00001  C00005_C00006
RC00334  C07480_C07481
RC01797  C00067_C07481
Enzyme
Pathway
rn00232  Caffeine metabolism
rn01100  Metabolic pathways
rn01110  Biosynthesis of secondary metabolites
rn01120  Microbial metabolism in diverse environments
Orthology
K21722  methylxanthine N1-demethylase [EC:1.14.13.178]
Other DBs
RHEA: 36274

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