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Literature summary for 5.3.3.17 extracted from

  • Parsons, J.F.; Song, F.; Parsons, L.; Calabrese, K.; Eisenstein, E.; Ladner, J.E.
    Structure and function of the phenazine biosynthesis protein PhzF from Pseudomonas fluorescens 2-79 (2004), Biochemistry, 43, 12427-12435.
    View publication on PubMed
Search for more literature for 5.3.3.17

Cloned(Commentary)

Cloned (Comment) Organism
expression in Escherichia coli Pseudomonas fluorescens

Crystallization (Commentary)

Crystallization (Comment) Organism
1.8 A crystal structure of PhzF, hanging drop vapor diffusion method Pseudomonas fluorescens

Molecular Weight [Da]

Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
32218
-
 2 * 32218, histidine-tagged enzyme Pseudomonas fluorescens
66070
-
 laser light scattering in solution Pseudomonas fluorescens

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
(5S,6S)-6-amino-5-hydroxycyclohexane-1,3-diene-1-carboxyate Pseudomonas fluorescens i.e. trans-2,3-dihydro-3-hydroxyanthranilic acid (1R,6S)-6-amino-5-oxocyclohex-2-ene-1-carboxylate i.e. 2,3-dihydro-3-hydroxy-anthranilate ?
(5S,6S)-6-amino-5-hydroxycyclohexane-1,3-diene-1-carboxyate Pseudomonas fluorescens Feb 79 i.e. trans-2,3-dihydro-3-hydroxyanthranilic acid (1R,6S)-6-amino-5-oxocyclohex-2-ene-1-carboxylate i.e. 2,3-dihydro-3-hydroxy-anthranilate ?

Organism

Organism UniProt Comment Textmining
Pseudomonas fluorescens Q51792 strain 2-79
-
Pseudomonas fluorescens Feb 79 Q51792 strain 2-79
-

Purification (Commentary)

Purification (Comment) Organism
-
 Pseudomonas fluorescens

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(5S,6S)-6-amino-5-hydroxycyclohexane-1,3-diene-1-carboxyate i.e. trans-2,3-dihydro-3-hydroxyanthranilic acid Pseudomonas fluorescens (1R,6S)-6-amino-5-oxocyclohex-2-ene-1-carboxylate i.e. 2,3-dihydro-3-hydroxy-anthranilate ?
(5S,6S)-6-amino-5-hydroxycyclohexane-1,3-diene-1-carboxyate PhzF is capable of producing phenazine-1-carboxylic acid, albeit slowly, from trans-2,3-dihydro-3-hydroxyanthranilic acid (i.e. (5S,6R)-6-amino-5-hydroxycyclohexane-1,3-diene-1-carboxylic acid). These observations suggest that PhzF catalyzes the initial step in the conversion of trans-2,3-dihydro-3-hydroxyanthranilic acid to phenazine-1-carboxylic acid, probably via a rearrangement reaction yielding the more reactive 3-oxo analogue of trans-2,3-dihydro-3-hydroxyanthranilic acid, and that subsequent steps can occur spontaneously. A hypothetical model for how trans-2,3-dihydro-3-hydroxyanthranilic acid binds to the PhzF active site suggests that Glu45 and Asp208 could act as general acid-base catalysts in a rearrangement reaction Pseudomonas fluorescens (1R,6S)-6-amino-5-oxocyclohex-2-ene-1-carboxylate i.e. 2,3-dihydro-3-hydroxy-anthranilate ?
(5S,6S)-6-amino-5-hydroxycyclohexane-1,3-diene-1-carboxyate i.e. trans-2,3-dihydro-3-hydroxyanthranilic acid Pseudomonas fluorescens Feb 79 (1R,6S)-6-amino-5-oxocyclohex-2-ene-1-carboxylate i.e. 2,3-dihydro-3-hydroxy-anthranilate ?
(5S,6S)-6-amino-5-hydroxycyclohexane-1,3-diene-1-carboxyate PhzF is capable of producing phenazine-1-carboxylic acid, albeit slowly, from trans-2,3-dihydro-3-hydroxyanthranilic acid (i.e. (5S,6R)-6-amino-5-hydroxycyclohexane-1,3-diene-1-carboxylic acid). These observations suggest that PhzF catalyzes the initial step in the conversion of trans-2,3-dihydro-3-hydroxyanthranilic acid to phenazine-1-carboxylic acid, probably via a rearrangement reaction yielding the more reactive 3-oxo analogue of trans-2,3-dihydro-3-hydroxyanthranilic acid, and that subsequent steps can occur spontaneously. A hypothetical model for how trans-2,3-dihydro-3-hydroxyanthranilic acid binds to the PhzF active site suggests that Glu45 and Asp208 could act as general acid-base catalysts in a rearrangement reaction Pseudomonas fluorescens Feb 79 (1R,6S)-6-amino-5-oxocyclohex-2-ene-1-carboxylate i.e. 2,3-dihydro-3-hydroxy-anthranilate ?

Subunits

Subunits Comment Organism
dimer 2 * 32218, histidine-tagged enzyme Pseudomonas fluorescens

Synonyms

Synonyms Comment Organism
phzF
-
 Pseudomonas fluorescens