superpathway of ubiquinol-8 biosynthesis (prokaryotic)

Meganathan R. Ubiquinone biosynthesis in microorganisms. FEMS Microbiol Lett. 2001 Sep 25;203(2):131–9. doi: 10.1111/j.1574-6968.2001.tb10831.x. PMID: 11583838.

Metabolites

2-Octaprenylphenol

Formula: C46H70O (638.542637)

CAS ID: 42187-47-3

4-Hydroxybenzaldehyde

Formula: C7H6O2 (122.0367776)

CAS ID: 123-08-0

4-Hydroxybenzoate

Formula: C7H6O3 (138.03169259999999)

CAS ID: 99-96-7

CO2

Formula: CO2 (43.98983)

CAS ID: 124-38-9

Diphosphate

Formula: H4P2O7 (177.9432294)

CAS ID: 2466-09-3

Dithiothreitol

Formula: C4H10O2S2 (154.01222)

CAS ID: 3483-12-3

H+

Formula: H (1.0078246)

CAS ID: 12408-02-5

H2O

Formula: H2O (18.0105642)

CAS ID: 7732-18-5

Magnesium cation

Formula: Mg (23.98505)

CAS ID: 22537-22-0

Manganese(2+)

Formula: Mn (54.938046)

CAS ID: 7439-96-5

Methanol

Formula: CH4O (32.0262134)

CAS ID: 67-56-1

Oxygen

Formula: O2 (31.98983)

CAS ID: 7782-44-7

Zinc cation

Formula: Zn (63.929145)

CAS ID: 23713-49-7

Ubiquinol 8

Formula: C49H76O4 (728.5743295999999)

CAS ID: 74075-00-6

iodoacetamide

Formula: C2H4INO (184.9337644)

CAS ID: 144-48-9

Triton X-100

Formula: C16H26O2 (250.1932696)

CAS ID: 2315-67-5

pyruvate

Formula: C3H3O3 (87.00821880000001)

CAS ID: 57-60-3

vanillate

Formula: C8H7O4 (167.0344322)

CAS ID:

NADPH(4-)

Formula: C21H26N7O17P3 (741.0598016)

CAS ID: 53-57-6

NADP(3-)

Formula: C21H25N7O17P3 (740.051977)

CAS ID: 53-59-8



Enzyme

EC Number name full name note
1.14.13.-
1.14.13.240 2-polyprenylphenol 6-hydroxylase 2-(all-trans-polyprenyl)phenol,NADPH:oxygen oxidoreductase (6-hydroxylating)
1.14.99.60 3-demethoxyubiquinol 3-hydroxylase 5-methoxy-2-methyl-3-(all-trans-polyprenyl)benzene-1,4-diol,acceptor:oxygen oxidoreductase (5-hydroxylating)
2.1.1.163 demethylmenaquinone methyltransferase S-adenosyl-L-methione:demethylmenaquinone methyltransferase
2.1.1.201 2-methoxy-6-polyprenyl-1,4-benzoquinol methylase S-adenosyl-L-methionine:2-methoxy-6-all-trans-polyprenyl-1,4-benzoquinol 5-C-methyltransferase
2.1.1.222 2-polyprenyl-6-hydroxyphenol methylase S-adenosyl-L-methionine:3-(all-trans-polyprenyl)benzene-1,2-diol 2-O-methyltransferase
2.1.1.64 3-demethylubiquinol 3-O-methyltransferase S-adenosyl-L-methionine:3-hydroxy-2-methoxy-5-methyl-6-(all-trans-polyprenyl)-1,4-benzoquinol 3-O-methyltransferase
2.5.1.10 (2E,6E)-farnesyl diphosphate synthase geranyl-diphosphate:isopentenyl-diphosphate geranyltranstransferase
2.5.1.39 4-hydroxybenzoate polyprenyltransferase polyprenyl-diphosphate:4-hydroxybenzoate polyprenyltransferase
2.5.1.90 all-trans-octaprenyl-diphosphate synthase (2E,6E)-farnesyl-diphosphate:isopentenyl-diphosphate farnesyltranstransferase (adding 5 isopentenyl units)
4.1.1.98 4-hydroxy-3-polyprenylbenzoate decarboxylase 4-hydroxy-3-polyprenylbenzoate carboxy-lyase
4.1.3.40 chorismate lyase chorismate pyruvate-lyase (4-hydroxybenzoate-forming)
5.3.3.2 isopentenyl-diphosphate DELTA-isomerase 3-methylbut-3-en-1-yl-diphosphate DELTA3-DELTA2-isomerase


Proteins

Protein ID name full name
P0A887 ubiE Ubiquinone/menaquinone biosynthesis C-methyltransferase UbiE
P0AAB4 ubiD 3-octaprenyl-4-hydroxybenzoate carboxy-lyase
P0AD57 ispB Octaprenyl diphosphate synthase
P0AGK1 ubiA 4-hydroxybenzoate octaprenyltransferase
P17993 ubiG Ubiquinone biosynthesis O-methyltransferase
P22939 ispA Farnesyl diphosphate synthase
P25534 ubiH 2-octaprenyl-6-methoxyphenol hydroxylase
P25535 ubiI 2-octaprenylphenol hydroxylase
P26602 ubiC Chorismate pyruvate-lyase
P75728 ubiF 3-demethoxyubiquinol 3-hydroxylase
Q46822 idi Isopentenyl-diphosphate Delta-isomerase