Enzyme

Download
EC Tree
     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
ID:1.14.13.178
Description:Methylxanthine N(1)-demethylase.

3D structure

Click one PDB to see exact 3D structure provided by NGL.

Note: Use your mouse to drag, rotate, and zoom in and out of the structure. Mouse-over to identify atoms and bonds. Mouse controls documentation.

References

External Links

UniProtKB Enzyme Link: UniProtKB 1.14.13.178
BRENDA Enzyme Link: BRENDA 1.14.13.178
KEGG Enzyme Link: KEGG1.14.13.178
BioCyc Enzyme Link: BioCyc 1.14.13.178
ExPASy Enzyme Link: ExPASy1.14.13.178
EC2PDB Enzyme Link: EC2PDB 1.14.13.178
ExplorEnz Enzyme Link: ExplorEnz 1.14.13.178
PRIAM enzyme-specific profiles Link: PRIAM 1.14.13.178
IntEnz Enzyme Link: IntEnz 1.14.13.178
MEDLINE Enzyme Link: MEDLINE 1.14.13.178
MSA:

1.14.13.178;

Phylogenetic Tree:

1.14.13.178;

Uniprot:
M-CSA:
RHEA:30315 1,7-dimethylxanthine + H(+) + NADH + O2 = 7-methylxanthine + formaldehyde + H2O + NAD(+)
RULE(radius=1) [*:1]-[N;H0;+0:2]1-[CH;+0:3]=[C;H0;+0:4](-[*:5])-[CH2;+0:6]-[CH;+0:7]=[CH;+0:8]-1.[*:9]:[n;H0;+0:10](:[*:11])-[CH3;+0:12].[H+;H0:13].[O;H0;+0:14]=[O;H0;+0:15]>>[*:1]-[n+;H0:2]1:[cH;+0:3]:[c;H0;+0:4](-[*:5]):[cH;+0:6]:[cH;+0:7]:[cH;+0:8]:1.[*:9]:[nH;+0:10]:[*:11].[CH2;+0:12]=[O;H0;+0:14].[OH2;+0:15]
Reaction
Core-to-Core More

References

TitleAuthorsDatePubMed ID
Novel, highly specific N-demethylases enable bacteria to live on caffeine and related purine alkaloids.Summers RM, Louie TM, Yu CL, Gakhar L, Louie KC, Subramanian M2012 Apr22328667
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.Summers RM, Louie TM, Yu CL, Subramanian M2011 Feb20966097

RHEA:36267 caffeine + H(+) + NADH + O2 = formaldehyde + H2O + NAD(+) + theobromine
RULE(radius=1) [*:1]-[N;H0;+0:2]1-[CH;+0:3]=[C;H0;+0:4](-[*:5])-[CH2;+0:6]-[CH;+0:7]=[CH;+0:8]-1.[*:9]:[n;H0;+0:10](:[*:11])-[CH3;+0:12].[H+;H0:13].[O;H0;+0:14]=[O;H0;+0:15]>>[*:1]-[n+;H0:2]1:[cH;+0:3]:[c;H0;+0:4](-[*:5]):[cH;+0:6]:[cH;+0:7]:[cH;+0:8]:1.[*:9]:[nH;+0:10]:[*:11].[CH2;+0:12]=[O;H0;+0:14].[OH2;+0:15]
Reaction
Core-to-Core More

References

TitleAuthorsDatePubMed ID
Enzymological aspects of caffeine demethylation and formaldehyde oxidation by Pseudomonas putida C1.Hohnloser W, Osswald B, Lingens F1980 Dec7461603
Novel, highly specific N-demethylases enable bacteria to live on caffeine and related purine alkaloids.Summers RM, Louie TM, Yu CL, Gakhar L, Louie KC, Subramanian M2012 Apr22328667
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.Summers RM, Louie TM, Yu CL, Subramanian M2011 Feb20966097

RHEA:36271 caffeine + H(+) + NADPH + O2 = formaldehyde + H2O + NADP(+) + theobromine
RULE(radius=1) [*:1]-[N;H0;+0:2]1-[CH;+0:3]=[C;H0;+0:4](-[*:5])-[CH2;+0:6]-[CH;+0:7]=[CH;+0:8]-1.[*:9]:[n;H0;+0:10](:[*:11])-[CH3;+0:12].[H+;H0:13].[O;H0;+0:14]=[O;H0;+0:15]>>[*:1]-[n+;H0:2]1:[cH;+0:3]:[c;H0;+0:4](-[*:5]):[cH;+0:6]:[cH;+0:7]:[cH;+0:8]:1.[*:9]:[nH;+0:10]:[*:11].[CH2;+0:12]=[O;H0;+0:14].[OH2;+0:15]
Reaction
Core-to-Core More

References

TitleAuthorsDatePubMed ID
Enzymological aspects of caffeine demethylation and formaldehyde oxidation by Pseudomonas putida C1.Hohnloser W, Osswald B, Lingens F1980 Dec7461603
Novel, highly specific N-demethylases enable bacteria to live on caffeine and related purine alkaloids.Summers RM, Louie TM, Yu CL, Gakhar L, Louie KC, Subramanian M2012 Apr22328667
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.Summers RM, Louie TM, Yu CL, Subramanian M2011 Feb20966097

RHEA:36275 H(+) + NADPH + O2 + theophylline = 3-methylxanthine + formaldehyde + H2O + NADP(+)
RULE(radius=1) [*:1]-[N;H0;+0:2]1-[CH;+0:3]=[C;H0;+0:4](-[*:5])-[CH2;+0:6]-[CH;+0:7]=[CH;+0:8]-1.[*:9]:[n;H0;+0:10](:[*:11])-[CH3;+0:12].[H+;H0:13].[O;H0;+0:14]=[O;H0;+0:15]>>[*:1]-[n+;H0:2]1:[cH;+0:3]:[c;H0;+0:4](-[*:5]):[cH;+0:6]:[cH;+0:7]:[cH;+0:8]:1.[*:9]:[nH;+0:10]:[*:11].[CH2;+0:12]=[O;H0;+0:14].[OH2;+0:15]
Reaction
Core-to-Core More

References

TitleAuthorsDatePubMed ID
Novel, highly specific N-demethylases enable bacteria to live on caffeine and related purine alkaloids.Summers RM, Louie TM, Yu CL, Gakhar L, Louie KC, Subramanian M2012 Apr22328667
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.Summers RM, Louie TM, Yu CL, Subramanian M2011 Feb20966097

RHEA:36279 H(+) + NADH + O2 + theophylline = 3-methylxanthine + formaldehyde + H2O + NAD(+)
RULE(radius=1) [*:1]-[N;H0;+0:2]1-[CH;+0:3]=[C;H0;+0:4](-[*:5])-[CH2;+0:6]-[CH;+0:7]=[CH;+0:8]-1.[*:9]:[n;H0;+0:10](:[*:11])-[CH3;+0:12].[H+;H0:13].[O;H0;+0:14]=[O;H0;+0:15]>>[*:1]-[n+;H0:2]1:[cH;+0:3]:[c;H0;+0:4](-[*:5]):[cH;+0:6]:[cH;+0:7]:[cH;+0:8]:1.[*:9]:[nH;+0:10]:[*:11].[CH2;+0:12]=[O;H0;+0:14].[OH2;+0:15]
Reaction
Core-to-Core More

References

TitleAuthorsDatePubMed ID
Novel, highly specific N-demethylases enable bacteria to live on caffeine and related purine alkaloids.Summers RM, Louie TM, Yu CL, Gakhar L, Louie KC, Subramanian M2012 Apr22328667
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.Summers RM, Louie TM, Yu CL, Subramanian M2011 Feb20966097

RHEA:36283 1,7-dimethylxanthine + H(+) + NADPH + O2 = 7-methylxanthine + formaldehyde + H2O + NADP(+)
RULE(radius=1) [*:1]-[N;H0;+0:2]1-[CH;+0:3]=[C;H0;+0:4](-[*:5])-[CH2;+0:6]-[CH;+0:7]=[CH;+0:8]-1.[*:9]:[n;H0;+0:10](:[*:11])-[CH3;+0:12].[H+;H0:13].[O;H0;+0:14]=[O;H0;+0:15]>>[*:1]-[n+;H0:2]1:[cH;+0:3]:[c;H0;+0:4](-[*:5]):[cH;+0:6]:[cH;+0:7]:[cH;+0:8]:1.[*:9]:[nH;+0:10]:[*:11].[CH2;+0:12]=[O;H0;+0:14].[OH2;+0:15]
Reaction
Core-to-Core More

References

TitleAuthorsDatePubMed ID
Novel, highly specific N-demethylases enable bacteria to live on caffeine and related purine alkaloids.Summers RM, Louie TM, Yu CL, Gakhar L, Louie KC, Subramanian M2012 Apr22328667
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.Summers RM, Louie TM, Yu CL, Subramanian M2011 Feb20966097