KEGG ORTHOLOGY: K21722

ORTHOLOGY: K21722

Entry

K21722 KO

Name

ndmA

Definition

methylxanthine N1-demethylase [EC:1.14.13.178]

Pathway

ko00232

Caffeine metabolism

Brite

KEGG Orthology (KO) [BR:ko00001]
Metabolism
  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

Other DBs

RN:

R07955 R07956 R07957 R07958 R07969 R07970 R07973 R07974

COG:

COG4638

Genes

PYE:	A6J80_10900
ASZ:	ASN_2329
AG:	AFD03116(ndmA)

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:AFD03116]

LinkDB

ENZYME: 1.14.13.178

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

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)

R07955 R07956 R07957 R07958 R07973 R07974;
(other) R07969 R07970

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

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:AFD03116]

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.