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Literature summary extracted from

  • Simeone, 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 (2010), FEBS J., 277, 2715-2725.
    View publication on PubMed

Cloned(Commentary)

EC Number Cloned (Comment) Organism
6.2.1.50 expression in Escherichia coli Mycobacterium tuberculosis

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
6.2.1.50 4-hydroxybenzoyl-adenylate + holo-[4-hydroxyphenylalkanoate synthase] Mycobacterium tuberculosis
-
 AMP + 4-hydroxybenzoyl-[4-hydroxyphenylalkanoate synthase]
-
 ?
6.2.1.50 4-hydroxybenzoyl-adenylate + holo-[4-hydroxyphenylalkanoate synthase] Mycobacterium tuberculosis H37Rv
-
 AMP + 4-hydroxybenzoyl-[4-hydroxyphenylalkanoate synthase]
-
 ?
6.2.1.50 ATP + 4-hydroxybenzoate Mycobacterium tuberculosis
-
 4-hydroxybenzoyl-adenylate + diphosphate
-
 ?
6.2.1.50 ATP + 4-hydroxybenzoate Mycobacterium tuberculosis H37Rv
-
 4-hydroxybenzoyl-adenylate + diphosphate
-
 ?
6.2.1.50 ATP + 4-hydroxybenzoate + holo-[4-hydroxyphenylalkanoate synthase] Mycobacterium tuberculosis
-
 AMP + diphosphate + 4-hydroxybenzoyl-[4-hydroxyphenylalkanoate synthase]
-
 ?
6.2.1.50 ATP + 4-hydroxybenzoate + holo-[4-hydroxyphenylalkanoate synthase] Mycobacterium tuberculosis H37Rv
-
 AMP + diphosphate + 4-hydroxybenzoyl-[4-hydroxyphenylalkanoate synthase]
-
 ?
6.2.1.50 additional information Mycobacterium tuberculosis FadD22 displays a 4-hydroxybenzoyl-AMP ligase activity. No substrate: laurate ?
-
 ?
6.2.1.50 additional information Mycobacterium tuberculosis H37Rv FadD22 displays a 4-hydroxybenzoyl-AMP ligase activity. No substrate: laurate ?
-
 ?
6.2.1.51 ATP + 17-(4-hydroxyphenyl)heptadecanoate Mycobacterium tuberculosis
-
 diphosphate + 17-(4-hydroxyphenyl)heptadecanoyl adenylate
-
 ?
6.2.1.51 ATP + 17-(4-hydroxyphenyl)heptadecanoate Mycobacterium tuberculosis H37Rv
-
 diphosphate + 17-(4-hydroxyphenyl)heptadecanoyl adenylate
-
 ?
6.2.1.51 ATP + 19-(4-hydroxyphenyl)nonadecanoate Mycobacterium tuberculosis
-
 diphosphate + 19-(4-hydroxyphenyl)nonadecanoyl adenylate
-
 ?
6.2.1.51 ATP + 19-(4-hydroxyphenyl)nonadecanoate Mycobacterium tuberculosis H37Rv
-
 diphosphate + 19-(4-hydroxyphenyl)nonadecanoyl adenylate
-
 ?
6.2.1.59 a long-chain fatty-acyl adenylate ester + holo-[(phenol)carboxyphthiodiolenone synthase] Mycobacterium tuberculosis variant bovis
-
 AMP + a long-chain acyl-[(phenol)carboxyphthiodiolenone synthase]
-
 ?
6.2.1.59 ATP + a long-chain fatty acid Mycobacterium tuberculosis variant bovis
-
 diphosphate + a long-chain fatty-acyl adenylate ester
-
 ?
6.2.1.59 ATP + a long-chain fatty acid + holo-[(phenol)carboxyphthiodiolenone synthase] Mycobacterium tuberculosis variant bovis
-
 AMP + diphosphate + a long-chain acyl-[(phenol)carboxyphthiodiolenone synthase]
-
 ?
6.2.1.59 additional information Mycobacterium tuberculosis variant bovis in vivo, FadD26 specificallyactivates C22-24 fatty acyl chains that are loaded onto phenolcarboxyphthiodiolenone synthase PpsA for the formation of the phthiocerol chain, but FadD26 is not required for the production of phenolic glycolipids ?
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
6.2.1.50 Mycobacterium tuberculosis P9WQ61
-
-
6.2.1.50 Mycobacterium tuberculosis H37Rv P9WQ61
-
-
6.2.1.51 Mycobacterium tuberculosis P95141
-
-
6.2.1.51 Mycobacterium tuberculosis H37Rv P95141
-
-
6.2.1.59 Mycobacterium tuberculosis variant bovis A0A0H3M8A6
-
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
6.2.1.50 4-hydroxybenzoyl-adenylate + holo-[4-hydroxyphenylalkanoate synthase]
-
 Mycobacterium tuberculosis AMP + 4-hydroxybenzoyl-[4-hydroxyphenylalkanoate synthase]
-
 ?
6.2.1.50 4-hydroxybenzoyl-adenylate + holo-[4-hydroxyphenylalkanoate synthase]
-
 Mycobacterium tuberculosis H37Rv AMP + 4-hydroxybenzoyl-[4-hydroxyphenylalkanoate synthase]
-
 ?
6.2.1.50 ATP + 4-hydroxybenzoate
-
 Mycobacterium tuberculosis 4-hydroxybenzoyl-adenylate + diphosphate
-
 ?
6.2.1.50 ATP + 4-hydroxybenzoate
-
 Mycobacterium tuberculosis H37Rv 4-hydroxybenzoyl-adenylate + diphosphate
-
 ?
6.2.1.50 ATP + 4-hydroxybenzoate + holo-[4-hydroxyphenylalkanoate synthase]
-
 Mycobacterium tuberculosis AMP + diphosphate + 4-hydroxybenzoyl-[4-hydroxyphenylalkanoate synthase]
-
 ?
6.2.1.50 ATP + 4-hydroxybenzoate + holo-[4-hydroxyphenylalkanoate synthase]
-
 Mycobacterium tuberculosis H37Rv AMP + diphosphate + 4-hydroxybenzoyl-[4-hydroxyphenylalkanoate synthase]
-
 ?
6.2.1.50 additional information FadD22 displays a 4-hydroxybenzoyl-AMP ligase activity. No substrate: laurate Mycobacterium tuberculosis ?
-
 ?
6.2.1.50 additional information FadD22 displays a 4-hydroxybenzoyl-AMP ligase activity. No substrate: laurate Mycobacterium tuberculosis H37Rv ?
-
 ?
6.2.1.51 ATP + 17-(4-hydroxyphenyl)heptadecanoate
-
 Mycobacterium tuberculosis diphosphate + 17-(4-hydroxyphenyl)heptadecanoyl adenylate
-
 ?
6.2.1.51 ATP + 17-(4-hydroxyphenyl)heptadecanoate
-
 Mycobacterium tuberculosis H37Rv diphosphate + 17-(4-hydroxyphenyl)heptadecanoyl adenylate
-
 ?
6.2.1.51 ATP + 19-(4-hydroxyphenyl)nonadecanoate
-
 Mycobacterium tuberculosis diphosphate + 19-(4-hydroxyphenyl)nonadecanoyl adenylate
-
 ?
6.2.1.51 ATP + 19-(4-hydroxyphenyl)nonadecanoate
-
 Mycobacterium tuberculosis H37Rv diphosphate + 19-(4-hydroxyphenyl)nonadecanoyl adenylate
-
 ?
6.2.1.51 ATP + laurate
-
 Mycobacterium tuberculosis diphosphate + lauroyl adenylate
-
 ?
6.2.1.51 ATP + laurate
-
 Mycobacterium tuberculosis H37Rv diphosphate + lauroyl adenylate
-
 ?
6.2.1.59 a long-chain fatty-acyl adenylate ester + holo-[(phenol)carboxyphthiodiolenone synthase]
-
 Mycobacterium tuberculosis variant bovis AMP + a long-chain acyl-[(phenol)carboxyphthiodiolenone synthase]
-
 ?
6.2.1.59 ATP + a long-chain fatty acid
-
 Mycobacterium tuberculosis variant bovis diphosphate + a long-chain fatty-acyl adenylate ester
-
 ?
6.2.1.59 ATP + a long-chain fatty acid + holo-[(phenol)carboxyphthiodiolenone synthase]
-
 Mycobacterium tuberculosis variant bovis AMP + diphosphate + a long-chain acyl-[(phenol)carboxyphthiodiolenone synthase]
-
 ?
6.2.1.59 additional information in vivo, FadD26 specificallyactivates C22-24 fatty acyl chains that are loaded onto phenolcarboxyphthiodiolenone synthase PpsA for the formation of the phthiocerol chain, but FadD26 is not required for the production of phenolic glycolipids Mycobacterium tuberculosis variant bovis ?
-
 ?
6.2.1.59 additional information in vivo, FadD26 specifically activates C22-24 fatty acyl chains that are loaded onto phenolcarboxyphthiodiolenone synthase PpsA for the formation of the phthiocerol chain, but FadD26 is not required for the production of phenolic glycolipids Mycobacterium tuberculosis variant bovis ?
-
 ?

Synonyms

EC Number Synonyms Comment Organism
6.2.1.50 fadD22
-
 Mycobacterium tuberculosis
6.2.1.50 p-hydroxybenzoic acid-AMP ligase
-
 Mycobacterium tuberculosis
6.2.1.51 fadD29
-
 Mycobacterium tuberculosis

General Information

EC Number General Information Comment Organism
6.2.1.50 physiological function disruption of FadD22 abolishes the production of its species-specific phenolic glycolipid Mycobacterium tuberculosis
6.2.1.51 physiological function FadD29 protein is not required for the production of phthiocerol and phthiodiolone dimycocerosates in Mycobacterium tuberculosis. The protein is involved in the biosynthesis of phenolic glycolipids. During the formation of the phenolphthiocerol chain, FadD22 catalyzes the activation of 4-hydroxybenoic acid and its subsequent transfer onto polyketide synthase PKS15, to yield 4-hydroxyphenylalkanoate. This latter lipid is then activated by FadD29 Mycobacterium tuberculosis
6.2.1.59 physiological function FadD26 is required for the production of phthiodiolone dimycocerosates but not of phenolic glycolipids. Disruption of FadD26 in Mycobacterium bovis BCG abolishes the production of phthiocerol dimycocerosate (DIM A) and of phthiodiolone dimycocerosate (DIM B) Mycobacterium tuberculosis variant bovis