MetaCyc Pathway: dimycocerosyl triglycosyl phenolphthiocerol biosynthesis in Mycobacterium tuberculosis H37Rv

MetaCyc Pathway: dimycocerosyl triglycosyl phenolphthiocerol biosynthesis in Mycobacterium tuberculosis H37Rv

a long-chain fatty acid + ATP + H⁺→a long-chain fatty-acyl adenylate ester + diphosphate (EC 6.2.1.49; 6.2.1.59)

No genes

a long-chain fatty-acyl adenylate ester + a holo-[mycocerosic acid synthase]→a long-chain fatty acyl-[mycocerosic acid synthase] + AMP + H⁺ (EC 6.2.1.49)

No genes

Mycocerosate synthase:
a long-chain fatty acyl-[mycocerosic acid synthase] + n (S)-methylmalonyl-CoA + 2n NADPH + 3n H⁺→a mycocerosyl-[mycocerosic acid synthase] + n CO₂ + n coenzyme A + 2n NADP⁺ + n H₂O (EC 2.3.1.111)

2 a mycocerosyl-[mycocerosic acid synthase] + a phenolphthiocerol→a dimycocerosyl phenolphthiocerol + 2 a holo-[mycocerosic acid synthase] (EC 2.3.1.282)

a dimycocerosyl phenolphthiocerol + dTDP-β-L-rhamnose→an (α-L-rhamnopyranosyl) dimycocerosyl phenol-phthiocerol + H⁺ + dTDP (EC 2.4.1.M3)

an (α-L-rhamnopyranosyl) dimycocerosyl phenol-phthiocerol + S-adenosyl-L-methionine→mycoside B + S-adenosyl-L-homocysteine + H⁺ (EC 2.1.1.M13)

mycoside B + dTDP-β-L-rhamnose→an [α-L-rhamnopyranosyl-(1→3)-2-O-methyl-α-L-rhamnopyranosyl] dimycocerosyl phenol-phthiocerol + H⁺ + dTDP (EC 2.4.1.M4)

an [α-L-rhamnopyranosyl-(1→3)-2-O-methyl-α-L-rhamnopyranosyl] dimycocerosyl phenol-phthiocerol + GDP-β-L-fucose→an [α-L-fucopyranosyl-(1→3)-α-L-rhamnopyranosyl-(1→3)-2-O-methyl-α-L-rhamnopyranosyl] dimycocerosyl phenol-phthiocerol + GDP + H⁺ (EC 2.4.1.M5)

an [α-L-fucopyranosyl-(1→3)-α-L-rhamnopyranosyl-(1→3)-2-O-methyl-α-L-rhamnopyranosyl] dimycocerosyl phenol-phthiocerol + S-adenosyl-L-methionine→a [2-O-methyl-α-L-fucopyranosyl-(1→3)-α-L-rhamnopyranosyl-(1→3)-2-O-methyl-α-L-rhamnopyranosyl] dimycocerosyl phenol-phthiocerol + S-adenosyl-L-homocysteine + H⁺ (EC 2.1.1.M14)

a [2-O-methyl-α-L-fucopyranosyl-(1→3)-α-L-rhamnopyranosyl-(1→3)-2-O-methyl-α-L-rhamnopyranosyl] dimycocerosyl phenol-phthiocerol + S-adenosyl-L-methionine→a [2,4-di-O-methyl-α-L-fucopyranosyl-(1→3)-α-L-rhamnopyranosyl-(1→3)-2-O-methyl-α-L-rhamnopyranosyl] dimycocerosyl phenol-phthiocerol + S-adenosyl-L-homocysteine + H⁺ (EC 2.1.1.M15)

a [2,4-di-O-methyl-α-L-fucopyranosyl-(1→3)-α-L-rhamnopyranosyl-(1→3)-2-O-methyl-α-L-rhamnopyranosyl] dimycocerosyl phenol-phthiocerol + S-adenosyl-L-methionine→PGL-tb + S-adenosyl-L-homocysteine + H⁺ (EC 2.1.1.M16)

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