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Literature summary for 2.3.1.292 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)

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

Protein Variants

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

KM Value [mM]

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

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
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
-
?
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
-
?
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
-
?
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
-
?
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
-
?
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
-
?
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
-
?
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

Organism UniProt Comment Textmining
Mycobacterium tuberculosis
-
-
-
Mycobacterium tuberculosis H37Rv
-
-
-

Purification (Commentary)

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

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
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
-
?
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
-
?
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
-
?
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
-
?
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
-
?
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
-
?
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
-
?
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
-
?
additional information the enzyme shows a strict specificity for malonyl-CoA Mycobacterium tuberculosis ?
-
?
additional information the enzyme shows a strict specificity for malonyl-CoA Mycobacterium tuberculosis H37Rv ?
-
?

Subunits

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

Synonyms

Synonyms Comment Organism
PpsA
-
Mycobacterium tuberculosis
PpsB
-
Mycobacterium tuberculosis
PpsE
-
Mycobacterium tuberculosis

Turnover Number [1/s]

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

General Information

General Information Comment Organism
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]

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