MetaCyc Pathway: oleate β-oxidation in Mycobacterium tuberculosis H37Rv

MetaCyc Pathway: oleate β-oxidation in Mycobacterium tuberculosis H37Rv

Long-chain-fatty-acid--CoA ligase:
oleate + ATP + coenzyme A→oleoyl-CoA + AMP + diphosphate (EC 6.2.1.3)

oleoyl-CoA + an oxidized electron-transfer flavoprotein + H⁺→(2E,9Z)-octadec-2,9-enoyl-CoA + a reduced electron-transfer flavoprotein (EC 1.3.8.8)

No genes

Enoyl-CoA hydratase (in reverse):
(2E,9Z)-octadec-2,9-enoyl-CoA + H₂O→(S)-3-hydroxy-(9Z)-octadecenoyl-CoA (EC 4.2.1.17)

3-hydroxyacyl-CoA dehydrogenase:
(S)-3-hydroxy-(9Z)-octadecenoyl-CoA + NAD⁺→3-oxo-(9Z)-octadecenoyl-CoA + NADH + H⁺ (EC 1.1.1.35)

Acetyl-CoA C-acyltransferase (in reverse):
3-oxo-(9Z)-octadecenoyl-CoA + coenzyme A→acetyl-CoA + (7Z)-hexadecenoyl-CoA (EC 2.3.1.16)

(7Z)-hexadecenoyl-CoA + an oxidized electron-transfer flavoprotein + H⁺→(2E,7Z)-hexadec-2,7-dienoyl-CoA + a reduced electron-transfer flavoprotein (EC 1.3.8.8)

No genes

Enoyl-CoA hydratase (in reverse):
(2E,7Z)-hexadec-2,7-dienoyl-CoA + H₂O→(S)-3-hydroxy-(7Z)-hexadecenoyl-CoA (EC 4.2.1.17)

3-hydroxyacyl-CoA dehydrogenase:
(S)-3-hydroxy-(7Z)-hexadecenoyl-CoA + NAD⁺→3-oxo-(7Z)-hexadecenoyl-CoA + NADH + H⁺ (EC 1.1.1.35)

Acetyl-CoA C-acyltransferase (in reverse):
3-oxo-(7Z)-hexadecenoyl-CoA + coenzyme A→acetyl-CoA + (5Z)-tetradecenoyl-CoA (EC 2.3.1.16)

(5Z)-tetradecenoyl-CoA + an oxidized electron-transfer flavoprotein + H⁺→(2E,5Z)-tetradec-2,5-enoyl-CoA + a reduced electron-transfer flavoprotein (EC 1.3.8.8)

No genes

Dodecenoyl-CoA isomerase:
(2E,5Z)-tetradec-2,5-enoyl-CoA→(3E,5Z)-tetradeca-3,5-dienoyl-CoA (EC 5.3.3.8)

No genes

Enoyl-CoA hydratase (in reverse):
(2E,5Z)-tetradec-2,5-enoyl-CoA + H₂O→(S)-3-hydroxy-(5Z)-tetradecenoyl-CoA (EC 4.2.1.17)

Long-chain-3-hydroxyacyl-CoA dehydrogenase:
(S)-3-hydroxy-(5Z)-tetradecenoyl-CoA + NAD⁺→3-oxo-(5Z)-tetradecenoyl-CoA + NADH + H⁺ (EC 1.1.1.211; 1.1.1.35)

(3E,5Z)-tetradeca-3,5-dienoyl-CoA + H₂O→(3E,5Z)-tetradeca-3,5-dienoate + coenzyme A + H⁺

No genes

Acetyl-CoA C-acyltransferase (in reverse):
3-oxo-(5Z)-tetradecenoyl-CoA + coenzyme A→acetyl-CoA + (3Z)-dodec-3-enoyl-CoA (EC 2.3.1.16)

Dodecenoyl-CoA isomerase:
(3Z)-dodec-3-enoyl-CoA→(2E)-dodec-2-enoyl-CoA (EC 5.3.3.8)

No genes

Long-chain-enoyl-CoA hydratase (in reverse):
(2E)-dodec-2-enoyl-CoA + H₂O→(S)-3-hydroxydodecanoyl-CoA (EC 4.2.1.74)

No genes

Long-chain-3-hydroxyacyl-CoA dehydrogenase:
(S)-3-hydroxydodecanoyl-CoA + NAD⁺→3-oxododecanoyl-CoA + NADH + H⁺ (EC 1.1.1.211; 1.1.1.35)

Acetyl-CoA C-acyltransferase (in reverse):
3-oxododecanoyl-CoA + coenzyme A→acetyl-CoA + decanoyl-CoA (EC 2.3.1.16)

decanoyl-CoA + an oxidized electron-transfer flavoprotein + H⁺→(2E)-dec-2-enoyl-CoA + a reduced electron-transfer flavoprotein (EC 1.3.8.7)

Long-chain-enoyl-CoA hydratase (in reverse):
(2E)-dec-2-enoyl-CoA + H₂O→(S)-3-hydroxydecanoyl-CoA (EC 4.2.1.74)

3-hydroxyacyl-CoA dehydrogenase:
(S)-3-hydroxydecanoyl-CoA + NAD⁺→3-oxodecanoyl-CoA + NADH + H⁺ (EC 1.1.1.35)

Acetyl-CoA C-acyltransferase (in reverse):
3-oxodecanoyl-CoA + coenzyme A→acetyl-CoA + octanoyl-CoA (EC 2.3.1.16)

octanoyl-CoA + an oxidized electron-transfer flavoprotein + H⁺→(2E)-oct-2-enoyl-CoA + a reduced electron-transfer flavoprotein (EC 1.3.8.7)

Long-chain-enoyl-CoA hydratase (in reverse):
(2E)-oct-2-enoyl-CoA + H₂O→(3S)-3-hydroxyoctanoyl-CoA (EC 4.2.1.74)

No genes

3-hydroxyacyl-CoA dehydrogenase:
(3S)-3-hydroxyoctanoyl-CoA + NAD⁺→3-oxooctanoyl-CoA + NADH + H⁺ (EC 1.1.1.35)

Acetyl-CoA C-acyltransferase (in reverse):
3-oxooctanoyl-CoA + coenzyme A→acetyl-CoA + hexanoyl-CoA (EC 2.3.1.16)

hexanoyl-CoA + an oxidized electron-transfer flavoprotein + H⁺→(2E)-hex-2-enoyl-CoA + a reduced electron-transfer flavoprotein (EC 1.3.8.7)

Long-chain-enoyl-CoA hydratase (in reverse):
(2E)-hex-2-enoyl-CoA + H₂O→(S)-3-hydroxyhexanoyl-CoA (EC 4.2.1.74)

3-hydroxyacyl-CoA dehydrogenase:
(S)-3-hydroxyhexanoyl-CoA + NAD⁺→3-oxohexanoyl-CoA + NADH + H⁺ (EC 1.1.1.35)

Acetyl-CoA C-acyltransferase (in reverse):
3-oxohexanoyl-CoA + coenzyme A→acetyl-CoA + butanoyl-CoA (EC 2.3.1.16; 2.3.1.9)

butanoyl-CoA + an oxidized electron-transfer flavoprotein + H⁺→crotonyl-CoA + a reduced electron-transfer flavoprotein (EC 1.3.8.1)

crotonyl-CoA + H₂O→(S)-3-hydroxybutanoyl-CoA (EC 4.2.1.150)

3-hydroxyacyl-CoA dehydrogenase:
(S)-3-hydroxybutanoyl-CoA + NAD⁺→acetoacetyl-CoA + NADH + H⁺ (EC 1.1.1.35)

Acetyl-CoA C-acyltransferase (in reverse):
acetoacetyl-CoA + coenzyme A→2 acetyl-CoA (EC 2.3.1.16; 2.3.1.9)

Links:

Candidate genes for each reaction are identified from best hits to MetaCyc; by matching EC numbers (which are assigned by TIGRFam, SEED, or best hits to KEGG); or by matching SEED roles to KEGG reactions to MetaCyc reactions. See the "Protein" tab of each gene for more information