MetaCyc Reaction:

Superclasses: Reactions Classified By Conversion TypeSimple ReactionsChemical Reactions
Reactions Classified By SubstrateSmall-Molecule Reactions

EC Number:

Enzymes and Genes:

Pseudomonas putida CBB5: methylxanthine N3-demethylaseInferred from experiment: ndmD, ndmB

In Pathway: caffeine degradation III (bacteria, via demethylation)

Note that this reaction equation differs from the official Enzyme Commission reaction equations for this EC number, which can be found here and here .

The direction shown, i.e. which substrates are on the left and right sides, is in accordance with the direction in which it was curated.

Most BioCyc compounds have been protonated to a reference pH value of 7.3. Please see the PGDB Concepts Guide for more information.

Mass balance status: Balanced.

Enzyme Commission Primary Name: methylxanthine N3-demethylase

Enzyme Commission Synonyms: ndmB (gene name)

Standard Gibbs Free Energy (ΔrG in kcal/mol): -86.867645Inferred by computational analysis [Latendresse13]

Enzyme Commission Summary:
A non-heme iron oxygenase. The enzyme from the bacterium Pseudomonas putida shares an NAD(P)H-FMN reductase subunit with EC, methylxanthine N1-demethylase, and has higher activity with NADH than with NADPH [Summers11]. Also demethylates caffeine and theophylline with lower efficiency. Forms part of the degradation pathway of methylxanthines.

Citations: [Summers12, Dash06]

Gene-Reaction Schematic

Gene-Reaction Schematic

Instance reactions of [FMNH2 + NAD(P)+ ← FMN + NAD(P)H + 2 H+] (
i2: NAD+ + FMNH2 ← NADH + FMN + 2 H+ (

i3: NADP+ + FMNH2 ← NADPH + FMN + 2 H+ (

Unification Links: KEGG:R07939

Relationship Links: BRENDA:EC:, ENZYME:EC:, IUBMB-ExplorEnz:EC:

Created 22-Feb-2012 by Fulcher CA, SRI International


Dash06: Dash SS, Gummadi SN (2006). "Catabolic pathways and biotechnological applications of microbial caffeine degradation." Biotechnol Lett 28(24);1993-2002. PMID: 17009088

Latendresse13: Latendresse M. (2013). "Computing Gibbs Free Energy of Compounds and Reactions in MetaCyc."

Summers11: Summers RM, Louie TM, Yu CL, Subramanian M (2011). "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." Microbiology 157(Pt 2);583-92. PMID: 20966097

Summers12: Summers RM, Louie TM, Yu CL, Gakhar L, Louie KC, Subramanian M (2012). "Novel, highly specific N-demethylases enable bacteria to live on caffeine and related purine alkaloids." J Bacteriol 194(8);2041-9. PMID: 22328667

Report Errors or Provide Feedback
Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
Page generated by Pathway Tools version 19.5 (software by SRI International) on Sun Nov 29, 2015, biocyc13.