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Literature summary extracted from

  • Trivedi, O.; Arora, P.; Vats, A.; Ansari, M.; Tickoo, R.; Sridharan, V.; Mohanty, D.; Gokhale, R.
    Dissecting the mechanism and assembly of a complex virulence mycobacterial lipid (2005), Mol. Cell., 17, 631-643 .
    View publication on PubMed

Cloned(Commentary)

EC Number Cloned (Comment) Organism
2.3.1.292 expressed in Escherichia coli BL21(DE3) cells Mycobacterium tuberculosis

Protein Variants

EC Number Protein Variants Comment Organism
2.3.1.292 S726F the mutant shows 3% of wild type activity Mycobacterium tuberculosis

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
2.3.1.292 0.0701
-
(S)-methylmalonyl-CoA wild type enzyme, at pH 7.0 and 30°C Mycobacterium tuberculosis
2.3.1.292 0.1176
-
malonyl-CoA mutant enzyme S726F, at pH 7.0 and 30°C Mycobacterium tuberculosis
2.3.1.292 0.2386
-
(S)-methylmalonyl-CoA mutant enzyme S726F, at pH 7.0 and 30°C Mycobacterium tuberculosis

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
2.3.1.292 3 malonyl-CoA + 2 (S)-methylmalonyl-CoA + 17-(4-hydroxyphenyl)heptadecanoyl-[(phenol)carboxyphthiodiolenone synthase] + 5 NADPH Mycobacterium tuberculosis
-
C35-(phenol)carboxyphthiodiolenone-[(phenol)carboxyphthiodiolenone synthase] + 5 CoA + 5 NADP+ + 5 CO2 + 2 H2O
-
?
2.3.1.292 3 malonyl-CoA + 2 (S)-methylmalonyl-CoA + 17-(4-hydroxyphenyl)heptadecanoyl-[(phenol)carboxyphthiodiolenone synthase] + 5 NADPH Mycobacterium tuberculosis H37Rv
-
C35-(phenol)carboxyphthiodiolenone-[(phenol)carboxyphthiodiolenone synthase] + 5 CoA + 5 NADP+ + 5 CO2 + 2 H2O
-
?
2.3.1.292 3 malonyl-CoA + 2 (S)-methylmalonyl-CoA + 19-(4-hydroxyphenyl)-nonadecanoyl-[(phenol)carboxyphthiodiolenone synthase] + 5 NADPH Mycobacterium tuberculosis
-
C37-(phenol)carboxyphthiodiolenone-[(phenol)carboxyphthiodiolenone synthase] + 5 CoA + 5 NADP+ + 5 CO2 + 2 H2O
-
?
2.3.1.292 3 malonyl-CoA + 2 (S)-methylmalonyl-CoA + 19-(4-hydroxyphenyl)-nonadecanoyl-[(phenol)carboxyphthiodiolenone synthase] + 5 NADPH Mycobacterium tuberculosis H37Rv
-
C37-(phenol)carboxyphthiodiolenone-[(phenol)carboxyphthiodiolenone synthase] + 5 CoA + 5 NADP+ + 5 CO2 + 2 H2O
-
?
2.3.1.292 3 malonyl-CoA + 2 (S)-methylmalonyl-CoA + docosanoyl-[(phenol)carboxyphthiodiolenone synthase] + 5 NADPH Mycobacterium tuberculosis
-
C34-carboxyphthiodiolenone-[(phenol)carboxyphthiodiolenone synthase] + 5 CoA + 5 NADP+ + 5 CO2 + 2 H2O
-
?
2.3.1.292 3 malonyl-CoA + 2 (S)-methylmalonyl-CoA + docosanoyl-[(phenol)carboxyphthiodiolenone synthase] + 5 NADPH Mycobacterium tuberculosis H37Rv
-
C34-carboxyphthiodiolenone-[(phenol)carboxyphthiodiolenone synthase] + 5 CoA + 5 NADP+ + 5 CO2 + 2 H2O
-
?
2.3.1.292 3 malonyl-CoA + 2 (S)-methylmalonyl-CoA + icosanoyl-[(phenol)carboxyphthiodiolenone synthase] + 5 NADPH Mycobacterium tuberculosis
-
C32-carboxyphthiodiolenone-[(phenol)carboxyphthiodiolenone synthase] + 5 CoA + 5 NADP+ + 5 CO2 + 2 H2O
-
?
2.3.1.292 3 malonyl-CoA + 2 (S)-methylmalonyl-CoA + icosanoyl-[(phenol)carboxyphthiodiolenone synthase] + 5 NADPH Mycobacterium tuberculosis H37Rv
-
C32-carboxyphthiodiolenone-[(phenol)carboxyphthiodiolenone synthase] + 5 CoA + 5 NADP+ + 5 CO2 + 2 H2O
-
?

Organism

EC Number Organism UniProt Comment Textmining
2.3.1.292 Mycobacterium tuberculosis
-
-
-
2.3.1.292 Mycobacterium tuberculosis H37Rv
-
-
-

Purification (Commentary)

EC Number Purification (Comment) Organism
2.3.1.292 Ni-NTA column chromatography and Resource Q column chromatography Mycobacterium tuberculosis

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2.3.1.292 3 malonyl-CoA + 2 (S)-methylmalonyl-CoA + 17-(4-hydroxyphenyl)heptadecanoyl-[(phenol)carboxyphthiodiolenone synthase] + 5 NADPH
-
Mycobacterium tuberculosis C35-(phenol)carboxyphthiodiolenone-[(phenol)carboxyphthiodiolenone synthase] + 5 CoA + 5 NADP+ + 5 CO2 + 2 H2O
-
?
2.3.1.292 3 malonyl-CoA + 2 (S)-methylmalonyl-CoA + 17-(4-hydroxyphenyl)heptadecanoyl-[(phenol)carboxyphthiodiolenone synthase] + 5 NADPH
-
Mycobacterium tuberculosis H37Rv C35-(phenol)carboxyphthiodiolenone-[(phenol)carboxyphthiodiolenone synthase] + 5 CoA + 5 NADP+ + 5 CO2 + 2 H2O
-
?
2.3.1.292 3 malonyl-CoA + 2 (S)-methylmalonyl-CoA + 19-(4-hydroxyphenyl)-nonadecanoyl-[(phenol)carboxyphthiodiolenone synthase] + 5 NADPH
-
Mycobacterium tuberculosis C37-(phenol)carboxyphthiodiolenone-[(phenol)carboxyphthiodiolenone synthase] + 5 CoA + 5 NADP+ + 5 CO2 + 2 H2O
-
?
2.3.1.292 3 malonyl-CoA + 2 (S)-methylmalonyl-CoA + 19-(4-hydroxyphenyl)-nonadecanoyl-[(phenol)carboxyphthiodiolenone synthase] + 5 NADPH
-
Mycobacterium tuberculosis H37Rv C37-(phenol)carboxyphthiodiolenone-[(phenol)carboxyphthiodiolenone synthase] + 5 CoA + 5 NADP+ + 5 CO2 + 2 H2O
-
?
2.3.1.292 3 malonyl-CoA + 2 (S)-methylmalonyl-CoA + docosanoyl-[(phenol)carboxyphthiodiolenone synthase] + 5 NADPH
-
Mycobacterium tuberculosis C34-carboxyphthiodiolenone-[(phenol)carboxyphthiodiolenone synthase] + 5 CoA + 5 NADP+ + 5 CO2 + 2 H2O
-
?
2.3.1.292 3 malonyl-CoA + 2 (S)-methylmalonyl-CoA + docosanoyl-[(phenol)carboxyphthiodiolenone synthase] + 5 NADPH
-
Mycobacterium tuberculosis H37Rv C34-carboxyphthiodiolenone-[(phenol)carboxyphthiodiolenone synthase] + 5 CoA + 5 NADP+ + 5 CO2 + 2 H2O
-
?
2.3.1.292 3 malonyl-CoA + 2 (S)-methylmalonyl-CoA + icosanoyl-[(phenol)carboxyphthiodiolenone synthase] + 5 NADPH
-
Mycobacterium tuberculosis C32-carboxyphthiodiolenone-[(phenol)carboxyphthiodiolenone synthase] + 5 CoA + 5 NADP+ + 5 CO2 + 2 H2O
-
?
2.3.1.292 3 malonyl-CoA + 2 (S)-methylmalonyl-CoA + icosanoyl-[(phenol)carboxyphthiodiolenone synthase] + 5 NADPH
-
Mycobacterium tuberculosis H37Rv C32-carboxyphthiodiolenone-[(phenol)carboxyphthiodiolenone synthase] + 5 CoA + 5 NADP+ + 5 CO2 + 2 H2O
-
?
2.3.1.292 additional information the enzyme shows a strict specificity for malonyl-CoA Mycobacterium tuberculosis ?
-
?
2.3.1.292 additional information the enzyme shows a strict specificity for malonyl-CoA Mycobacterium tuberculosis H37Rv ?
-
?

Subunits

EC Number Subunits Comment Organism
2.3.1.292 ? x * 163000, PpsE, SDS-PAGE Mycobacterium tuberculosis
2.3.1.292 ? x * 170000, PpsB, SDS-PAGE Mycobacterium tuberculosis
2.3.1.292 ? x * 200000, PpsA, SDS-PAGE Mycobacterium tuberculosis

Synonyms

EC Number Synonyms Comment Organism
2.3.1.292 PpsA
-
Mycobacterium tuberculosis
2.3.1.292 PpsB
-
Mycobacterium tuberculosis
2.3.1.292 PpsE
-
Mycobacterium tuberculosis

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
2.3.1.292 0.02
-
(S)-methylmalonyl-CoA mutant enzyme S726F, at pH 7.0 and 30°C Mycobacterium tuberculosis
2.3.1.292 0.102
-
malonyl-CoA mutant enzyme S726F, at pH 7.0 and 30°C Mycobacterium tuberculosis
2.3.1.292 0.22
-
(S)-methylmalonyl-CoA wild type enzyme, at pH 7.0 and 30°C Mycobacterium tuberculosis

General Information

EC Number General Information Comment Organism
2.3.1.292 metabolism the first step of phthiocerol synthesis is catalyzed by PpsA protein. The lauroyl diketide from PpsA protein is transferred to the beta-ketoacyl ACP synthase domain of PpsB protein (formation of the diol moiety of phthiocerol). PpsE catalyzes the final step in the synthesis of phthiocerol Mycobacterium tuberculosis

kcat/KM [mM/s]

EC Number kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
2.3.1.292 0.0838
-
(S)-methylmalonyl-CoA mutant enzyme S726F, at pH 7.0 and 30°C Mycobacterium tuberculosis
2.3.1.292 0.9659
-
malonyl-CoA mutant enzyme S726F, at pH 7.0 and 30°C Mycobacterium tuberculosis
2.3.1.292 3.1339
-
(S)-methylmalonyl-CoA wild type enzyme, at pH 7.0 and 30°C Mycobacterium tuberculosis