phenylacetate degradation I (aerobic)

Teufel R, Mascaraque V, Ismail W, Voss M, Perera J, Eisenreich W, Haehnel W, Fuchs G. Bacterial phenylalanine and phenylacetate catabolic pathway revealed. Proc Natl Acad Sci U S A. 2010 Aug 10;107(32):14390–5. PMID: 20660314; PMCID: PMC2922514.; Ismail W, El-Said Mohamed M, Wanner BL, Datsenko KA, Eisenreich W, Rohdich F, Bacher A, Fuchs G. Functional genomics by NMR spectroscopy. Phenylacetate catabolism in Escherichia coli. Eur J Biochem. 2003 Jul;270(14):3047–54. doi: 10.1046/j.1432-1033.2003.03683.x. PMID: 12846838.; Ferrández A, Miñambres B, García B, Olivera ER, Luengo JM, García JL, Díaz E. Catabolism of phenylacetic acid in Escherichia coli. Characterization of a new aerobic hybrid pathway. J Biol Chem. 1998 Oct 02;273(40):25974–86. doi: 10.1074/jbc.273.40.25974. PMID: 9748275.; Cooper RA, Jones DC, Parrott S. Isolation and mapping of Escherichia coli K12 mutants defective in phenylacetate degradation. J Gen Microbiol. 1985 Oct;131(10):2753–7. doi: 10.1099/00221287-131-10-2753. PMID: 3906029.

Metabolites

Diphosphate

Formula: H4P2O7 (177.9432294)

CAS ID: 2466-09-3

H+

Formula: H (1.0078246)

CAS ID: 12408-02-5

H2O

Formula: H2O (18.0105642)

CAS ID: 7732-18-5

Oxygen

Formula: O2 (31.98983)

CAS ID: 7782-44-7

phenylacetate

Formula: C8H7O2 (135.0446022)

CAS ID:

NADPH(4-)

Formula: C21H26N7O17P3 (741.0598016)

CAS ID: 53-57-6

ATP(4-)

Formula: C10H12N5O13P3 (502.9644492)

CAS ID:

NAD(1-)

Formula: C21H26N7O14P2 (662.1012936000001)

CAS ID: 53-84-9

NADP(3-)

Formula: C21H25N7O17P3 (740.051977)

CAS ID: 53-59-8



Enzyme

EC Number name full name note
1.-.-.-
1.14.13.149 phenylacetyl-CoA 1,2-epoxidase phenylacetyl-CoA:oxygen oxidoreductase (1,2-epoxidizing)
1.2.1.91 3-oxo-5,6-dehydrosuberyl-CoA semialdehyde dehydrogenase 3-oxo-5,6-dehydrosuberyl-CoA semialdehyde:NADP+ oxidoreductase
2.3.1.174 3-oxoadipyl-CoA thiolase succinyl-CoA:acetyl-CoA C-succinyltransferase
2.3.1.223 3-oxo-5,6-didehydrosuberyl-CoA thiolase 2,3-didehydroadipoyl-CoA:acetyl-CoA C-didehydroadipoyltransferase (double bond migration)
3.3.2.12 oxepin-CoA hydrolase 2-oxepin-2(3H)-ylideneacetyl-CoA hydrolyase
4.2.1.17 enoyl-CoA hydratase (3S)-3-hydroxyacyl-CoA hydro-lyase
5.3.3.18 2-(1,2-epoxy-1,2-dihydrophenyl)acetyl-CoA isomerase 2-(1,2-epoxy-1,2-dihydrophenyl)acetyl-CoA isomerase
6.2.1.30 phenylacetate-CoA ligase phenylacetate:CoA ligase (AMP-forming)


Proteins

Protein ID name full name
P0C7L2 paaJ 3-oxoadipyl-CoA/3-oxo-5,6-dehydrosuberyl-CoA thiolase
P76077 paaA 1,2-phenylacetyl-CoA epoxidase, subunit A
P76081 paaE 1,2-phenylacetyl-CoA epoxidase, subunit E
P76082 paaF 2,3-dehydroadipyl-CoA hydratase
P76083 paaH 3-hydroxyadipyl-CoA dehydrogenase
P76085 paaK Phenylacetate-coenzyme A ligase
P77455 paaZ Bifunctional protein PaaZ
P77467 paaG 1,2-epoxyphenylacetyl-CoA isomerase