KEGG   ORTHOLOGY: K21723
Entry
K21723                      KO                                     

Name
ndmB
Definition
methylxanthine N3-demethylase [EC:1.14.13.179]
Pathway
ko00232  Caffeine metabolism
ko01100  Metabolic pathways
ko01110  Biosynthesis of secondary metabolites
ko01120  Microbial metabolism in diverse environments
Module
M00915  Caffeine degradation, caffeine => xanthine
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09110 Biosynthesis of other secondary metabolites
   00232 Caffeine metabolism
    K21723  ndmB; methylxanthine N3-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
    1.14.13.179  methylxanthine N3-demethylase
     K21723  ndmB; methylxanthine N3-demethylase
Other DBs
RN: R07939 R07954 R07961 R07962 R07967 R07968 R07975 R07976
COG: COG4638
Genes
PCAF: DSC91_007650
MMS: mma_0224
AG: AFD03117(ndmB)
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: 1.14.13.179
Entry
EC 1.14.13.179              Enzyme                                 

Name
methylxanthine N3-demethylase;
ndmB (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
Sysname
theobromine:oxygen oxidoreductase (N3-demethylating)
Reaction(IUBMB)
(1) theobromine + O2 + NAD(P)H + H+ = 7-methylxanthine + NAD(P)+ + H2O + formaldehyde [RN:R07961 R07962];
(2) 3-methylxanthine + O2 + NAD(P)H + H+ = xanthine + NAD(P)+ + H2O + formaldehyde [RN:R07967 R07968]
Reaction(KEGG)
Substrate
theobromine [CPD:C07480];
O2 [CPD:C00007];
NADH [CPD:C00004];
NADPH [CPD:C00005];
H+ [CPD:C00080];
3-methylxanthine [CPD:C16357]
Product
7-methylxanthine [CPD:C16353];
NAD+ [CPD:C00003];
NADP+ [CPD:C00006];
H2O [CPD:C00001];
formaldehyde [CPD:C00067];
xanthine [CPD:C00385]
Comment
A non-heme iron oxygenase. The enzyme from the bacterium Pseudomonas putida shares an NAD(P)H-FMN reductase subunit with EC 1.14.13.178, methylxanthine N1-demethylase, and has higher activity with NADH than with NADPH [1]. Also demethylates caffeine and theophylline with lower efficiency. Forms part of the degradation pathway of methylxanthines.
History
EC 1.14.13.179 created 2013
Pathway
ec00232  Caffeine metabolism
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
ec01120  Microbial metabolism in diverse environments
Orthology
K21723  methylxanthine N3-demethylase
Genes
PCAF: DSC91_007650
MMS: mma_0224
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: 1.14.13.179
IUBMB Enzyme Nomenclature: 1.14.13.179
ExPASy - ENZYME nomenclature database: 1.14.13.179
BRENDA, the Enzyme Database: 1.14.13.179

KEGG   REACTION: R07975
Entry
R07975                      Reaction                               

Name
theophylline:oxygen oxidoreductase (N3-demethylating)
Definition
Theophylline + NADH + H+ + Oxygen <=> 1-Methylxanthine + NAD+ + Formaldehyde + H2O
Equation
Reaction class
RC00001  C00003_C00004
RC00334  C07130_C16358
RC01797  C00067_C07130
Enzyme
Pathway
rn00232  Caffeine metabolism
rn01100  Metabolic pathways
rn01110  Biosynthesis of secondary metabolites
rn01120  Microbial metabolism in diverse environments
Orthology
K21723  methylxanthine N3-demethylase [EC:1.14.13.179]

KEGG   REACTION: R07976
Entry
R07976                      Reaction                               

Name
theophylline:oxygen oxidoreductase (N3-demethylating)
Definition
Theophylline + NADPH + H+ + Oxygen <=> 1-Methylxanthine + NADP+ + Formaldehyde + H2O
Equation
Reaction class
RC00001  C00005_C00006
RC00334  C07130_C16358
RC01797  C00067_C07130
Enzyme
Pathway
rn00232  Caffeine metabolism
rn01100  Metabolic pathways
rn01110  Biosynthesis of secondary metabolites
rn01120  Microbial metabolism in diverse environments
Orthology
K21723  methylxanthine N3-demethylase [EC:1.14.13.179]

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