KEGG ORTHOLOGY: K21723

ORTHOLOGY: K21723

Entry

K21723 KO

Name

ndmB

Definition

methylxanthine N3-demethylase [EC:1.14.13.179]

Pathway

ko00232

Caffeine metabolism

Brite

KEGG Orthology (KO) [BR:ko00001]
Metabolism
  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

MMS:	mma_0224
PYE:	A6J80_10955
ASZ:	ASN_2439(vanA)
AG:	AFD03117(ndmB)

Reference

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

[ag:AFD03117]

LinkDB

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)

R07961 R07962 R07967 R07968;
(other) R07939 R07954 R07975 R07976

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

MMS:	mma_0224
PYE:	A6J80_10955
ASZ:	ASN_2439(vanA)

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 (2011) 583-92.

Sequence

[ag:AFD03117]

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 (2012) 2041-9.