phenolphthiocerol biosynthesis

Siméone R, Léger M, Constant P, Malaga W, Marrakchi H, Daffé M, Guilhot C, Chalut C. Delineation of the roles of FadD22, FadD26 and FadD29 in the biosynthesis of phthiocerol dimycocerosates and related compounds in Mycobacterium tuberculosis. The FEBS Journal. 2010 Jun;277(12):2715–25. doi: 10.1111/j.1742-4658.2010.07688.x.; Azad AK, Sirakova TD, Fernandes ND, Kolattukudy PE. Gene Knockout Reveals a Novel Gene Cluster for the Synthesis of a Class of Cell Wall Lipids Unique to Pathogenic Mycobacteria. Journal of Biological Chemistry. 1997 Jul;272(27):16741–5. doi: 10.1074/jbc.272.27.16741.

Metabolites

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

H+

Formula: H (1.0078246)

CAS ID: 12408-02-5

H2O

Formula: H2O (18.0105642)

CAS ID: 7732-18-5

pyruvate

Formula: C3H3O3 (87.00821880000001)

CAS ID: 57-60-3

adenosine 5'-monophosphate(2-)

Formula: C10H12N5O7P (345.0474332)

CAS ID:

NADPH(4-)

Formula: C21H26N7O17P3 (741.0598016)

CAS ID: 53-57-6

ATP(4-)

Formula: C10H12N5O13P3 (502.9644492)

CAS ID:

NADP(3-)

Formula: C21H25N7O17P3 (740.051977)

CAS ID: 53-59-8



Enzyme

EC Number name full name note
1.2.-.-
2.3.1.292 (phenol)carboxyphthiodiolenone synthase (methyl)malonyl-CoA:long-chain acyl-[(phenol)carboxyphthiodiolenone synthase] (methyl)malonyltransferase {carboxyphthiodiolenone-[(phenol)carboxyphthiodiolenone synthase]-forming}
2.3.1.41 beta-ketoacyl-[acyl-carrier-protein] synthase I acyl-[acyl-carrier protein]:malonyl-[acyl-carrier protein] C-acyltransferase (decarboxylating)
4.1.3.40 chorismate lyase chorismate pyruvate-lyase (4-hydroxybenzoate-forming)


Proteins

Protein ID name full name
B2HIN3 tesA thioesterase TesA
Q7TXK2 TAER_MYCBO Trans-acting enoyl reductase
Q7TXK3 PHMT_MYCBO Phthiotriol/phenolphthiotriol dimycocerosates methyltransferase
Q7TXK4 PHKR_MYCBO Phthiodiolone/phenolphthiodiolone dimycocerosates ketoreductase
Q7TXK6 PHBS_MYCBO Chorismate pyruvate-lyase
Q7TXK8 pks15/1 Phenolphthiocerol synthesis polyketide synthase type I Pks15/1
Q7TXL6 ppsE Phenolphthiocerol/phthiocerol polyketide synthase subunit E
Q7TXL7 ppsD Phenolphthiocerol/phthiocerol polyketide synthase subunit C
Q7TXL8 ppsC Phenolphthiocerol/phthiocerol polyketide synthase subunit C
Q7TXL9 ppsB Phenolphthiocerol/phthiocerol polyketide synthase subunit B
Q7TXM0 ppsA Phenolphthiocerol/phthiocerol polyketide synthase subunit A