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Literature summary extracted from

  • Sirakova, T.D.; Thirumala, A.K.; Dubey, V.S.; Sprecher, H.; Kolattukudy, P.E.
    The Mycobacterium tuberculosis pks2 gene encodes the synthase for the hepta- and octamethyl-branched fatty acids required for sulfolipid synthesis (2001), J. Biol. Chem., 276, 16833-16839.
    View publication on PubMed

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
2.3.1.252 a long-chain acyl-CoA + 3 (R)-methylmalonyl-CoA + 6 NADPH + 6 H+ + holo-[mycolipanoate synthase] Mycobacterium tuberculosis
-
 mycolipanoyl-[mycolipanoate synthase] + 4 CoA + 3 CO2 + 6 NADP+ + 3 H2O
-
 ?
2.3.1.252 a long-chain acyl-CoA + 3 (R)-methylmalonyl-CoA + 6 NADPH + 6 H+ + holo-[mycolipanoate synthase] Mycobacterium tuberculosis ATCC 25618
-
 mycolipanoyl-[mycolipanoate synthase] + 4 CoA + 3 CO2 + 6 NADP+ + 3 H2O
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
2.3.1.252 Mycobacterium tuberculosis P9WQE9
-
-
2.3.1.252 Mycobacterium tuberculosis ATCC 25618 P9WQE9
-
-
2.3.1.261 Mycobacterium tuberculosis
-
-
-
2.3.1.287 Mycobacterium tuberculosis
-
-
-
2.3.1.287 Mycobacterium tuberculosis H37Rv
-
-
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2.3.1.252 a long-chain acyl-CoA + 3 (R)-methylmalonyl-CoA + 6 NADPH + 6 H+ + holo-[mycolipanoate synthase]
-
 Mycobacterium tuberculosis mycolipanoyl-[mycolipanoate synthase] + 4 CoA + 3 CO2 + 6 NADP+ + 3 H2O
-
 ?
2.3.1.252 a long-chain acyl-CoA + 3 (R)-methylmalonyl-CoA + 6 NADPH + 6 H+ + holo-[mycolipanoate synthase] the mycobacterial enzyme accepts long-chain fatty acyl groups from their CoA esters and extends them by incorporation of three methylmalonyl (but not malonyl) residues, forming trimethyl-branched fatty-acids such as (2S,4S,6S)-2,4,6-trimethyltetracosanoate (C27-mycolipanoate). Since the enzyme lacks a thioesterase domain, the product remains bound to the enzyme and requires additional enzyme(s) for removal Mycobacterium tuberculosis mycolipanoyl-[mycolipanoate synthase] + 4 CoA + 3 CO2 + 6 NADP+ + 3 H2O mycolipanoic acid i.e. (2S,4S,6S)-2,4,6-trimethyl-very-long-chain fatty acid ?
2.3.1.252 a long-chain acyl-CoA + 3 (R)-methylmalonyl-CoA + 6 NADPH + 6 H+ + holo-[mycolipanoate synthase]
-
 Mycobacterium tuberculosis ATCC 25618 mycolipanoyl-[mycolipanoate synthase] + 4 CoA + 3 CO2 + 6 NADP+ + 3 H2O
-
 ?
2.3.1.252 a long-chain acyl-CoA + 3 (R)-methylmalonyl-CoA + 6 NADPH + 6 H+ + holo-[mycolipanoate synthase] the mycobacterial enzyme accepts long-chain fatty acyl groups from their CoA esters and extends them by incorporation of three methylmalonyl (but not malonyl) residues, forming trimethyl-branched fatty-acids such as (2S,4S,6S)-2,4,6-trimethyltetracosanoate (C27-mycolipanoate). Since the enzyme lacks a thioesterase domain, the product remains bound to the enzyme and requires additional enzyme(s) for removal Mycobacterium tuberculosis ATCC 25618 mycolipanoyl-[mycolipanoate synthase] + 4 CoA + 3 CO2 + 6 NADP+ + 3 H2O mycolipanoic acid i.e. (2S,4S,6S)-2,4,6-trimethyl-very-long-chain fatty acid ?

Synonyms

EC Number Synonyms Comment Organism
2.3.1.252 Pks2
-
 Mycobacterium tuberculosis
2.3.1.261 msl7
-
 Mycobacterium tuberculosis
2.3.1.287 Pks2
-
 Mycobacterium tuberculosis

General Information

EC Number General Information Comment Organism
2.3.1.261 physiological function comparison of amino acid sequence homology relationships among the mas-like (msl) genes and their domain organization in Mycobacterium tuberculosis Mycobacterium tuberculosis
2.3.1.287 malfunction a pks2 gene disruption mutant is incapable of producing hepta- and octamethyl phthioceranic acids and hydroxyphthioceranic acids that are the major acyl constituents of sulfolipids. Consequently, the pks2 mutant does not produce sulfolipids Mycobacterium tuberculosis