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Literature summary extracted from

  • Conradt, D.; Hermann, B.; Gerhardt, S.; Einsle, O.; Müller, M.
    Biocatalytic properties and structural analysis of phloroglucinol reductases (2016), Angew. Chem. Int. Ed. Engl., 55, 15531-15534 .
    View publication on PubMed

Cloned(Commentary)

EC Number Cloned (Comment) Organism
1.3.1.57 sequence comparisons, recombinant overexpression of His-tagged enzyme in Escherichia coli strain BL21(DE3) Eubacterium oxidoreducens
1.3.1.57 sequence comparisons, recombinant overexpression of His-tagged enzyme in Escherichia coli strain BL21(DE3) Clostridium sp.
1.3.1.57 sequence comparisons, recombinant overexpression of His-tagged enzyme in Escherichia coli train BL21(DE3) Desulfosporosinus orientis

Crystallization (Commentary)

EC Number Crystallization (Comment) Organism
1.3.1.57 three dimensional structures of PGRcl in the apo form and with bound NADPH are determined to 1.7 A and 1.8 A resolution, respectively. The enzyme crystallizes as a homotetramer (125 kDa), with two monomers in the asymmetric unit Clostridium sp.

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
1.3.1.57 additional information
-
 additional information Michaelis-Menten kinetics Desulfosporosinus orientis
1.3.1.57 additional information
-
 additional information Michaelis-Menten kinetics Eubacterium oxidoreducens
1.3.1.57 additional information
-
 additional information Michaelis-Menten kinetics Clostridium sp.

Molecular Weight [Da]

EC Number Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
1.3.1.57 78000
-
-
 Eubacterium oxidoreducens
1.3.1.57 125000
-
-
 Clostridium sp.

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.3.1.57 phloroglucinol + NADPH + H+ Desulfosporosinus orientis
-
 dihydrophloroglucinol + NADP+
-
 ?
1.3.1.57 phloroglucinol + NADPH + H+ Eubacterium oxidoreducens
-
 dihydrophloroglucinol + NADP+
-
 ?
1.3.1.57 phloroglucinol + NADPH + H+ Clostridium sp.
-
 dihydrophloroglucinol + NADP+
-
 ?
1.3.1.57 phloroglucinol + NADPH + H+ Eubacterium oxidoreducens AB3007
-
 dihydrophloroglucinol + NADP+
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
1.3.1.57 Clostridium sp. U2C7W9
-
-
1.3.1.57 Desulfosporosinus orientis
-
-
-
1.3.1.57 Eubacterium oxidoreducens P57793
-
-
1.3.1.57 Eubacterium oxidoreducens AB3007 P57793
-
-

Purification (Commentary)

EC Number Purification (Comment) Organism
1.3.1.57 recombinant His-tagged enzyme from Escherichia coli train BL21(DE3) by nickel affinity chromatography Desulfosporosinus orientis
1.3.1.57 recombinant His-tagged enzyme from Escherichia coli train BL21(DE3) by nickel affinity chromatography Eubacterium oxidoreducens
1.3.1.57 recombinant His-tagged enzyme from Escherichia coli train BL21(DE3) by nickel affinity chromatography Clostridium sp.

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.3.1.57 2,4,6-trihydroxyacetophenone + NADPH + H+
-
 Desulfosporosinus orientis 2-acetyl-3,5-dihydroxycyclohex-2-en-1-one + NADP+
-
 ?
1.3.1.57 2,4,6-trihydroxyacetophenone + NADPH + H+
-
 Eubacterium oxidoreducens 2-acetyl-3,5-dihydroxycyclohex-2-en-1-one + NADP+
-
 ?
1.3.1.57 2,4,6-trihydroxyacetophenone + NADPH + H+
-
 Clostridium sp. 2-acetyl-3,5-dihydroxycyclohex-2-en-1-one + NADP+
-
 ?
1.3.1.57 2,4,6-trihydroxyacetophenone + NADPH + H+
-
 Eubacterium oxidoreducens AB3007 2-acetyl-3,5-dihydroxycyclohex-2-en-1-one + NADP+
-
 ?
1.3.1.57 2,4,6-trihydroxybenzaldehyde + NADPH + H+
-
 Desulfosporosinus orientis 2,4-dihydroxy-6-oxocyclohex-1-ene-1-carbaldehyde + NADP+
-
 ?
1.3.1.57 2,4,6-trihydroxybenzaldehyde + NADPH + H+
-
 Eubacterium oxidoreducens 2,4-dihydroxy-6-oxocyclohex-1-ene-1-carbaldehyde + NADP+
-
 ?
1.3.1.57 2,4,6-trihydroxybenzaldehyde + NADPH + H+
-
 Clostridium sp. 2,4-dihydroxy-6-oxocyclohex-1-ene-1-carbaldehyde + NADP+
-
 ?
1.3.1.57 2,4,6-trihydroxybenzaldehyde + NADPH + H+
-
 Eubacterium oxidoreducens AB3007 2,4-dihydroxy-6-oxocyclohex-1-ene-1-carbaldehyde + NADP+
-
 ?
1.3.1.57 methyl 2,4,6-trihydroxybenzoate + NADPH + H+
-
 Desulfosporosinus orientis methyl 2,4-dihydroxy-6-oxocyclohex-1-ene-1-carboxylate + NADP+
-
 ?
1.3.1.57 methyl 2,4,6-trihydroxybenzoate + NADPH + H+
-
 Eubacterium oxidoreducens methyl 2,4-dihydroxy-6-oxocyclohex-1-ene-1-carboxylate + NADP+
-
 ?
1.3.1.57 methyl 2,4,6-trihydroxybenzoate + NADPH + H+
-
 Clostridium sp. methyl 2,4-dihydroxy-6-oxocyclohex-1-ene-1-carboxylate + NADP+
-
 ?
1.3.1.57 additional information analysis of substrate speccificity, enzymatic dearomatization of monoaromatic phenol derivatives, narrow substrate range, overview. No activity with 26 different compounds, including bicyclic compounds such as flaviolin and 2-tetralone, and several aromatic and nonaromatic monocyclic compounds Clostridium sp. ?
-
 ?
1.3.1.57 additional information analysis of substrate specificity, enzymatic dearomatization of monoaromatic phenol derivatives, narrow substrate range, overview. No activity with 26 different compounds, including bicyclic compounds such as flaviolin and 2-tetralone, and several aromatic and nonaromatic monocyclic compounds Desulfosporosinus orientis ?
-
 ?
1.3.1.57 additional information analysis of substrate specificity, enzymatic dearomatization of monoaromatic phenol derivatives, narrow substrate range, overview. No activity with methyl 2,4,6-trihydroxybenzoate and with 26 different compounds, including bicyclic compounds such as flaviolin and 2-tetralone, and several aromatic and nonaromatic monocyclic compounds Eubacterium oxidoreducens ?
-
 ?
1.3.1.57 additional information analysis of substrate specificity, enzymatic dearomatization of monoaromatic phenol derivatives, narrow substrate range, overview. No activity with methyl 2,4,6-trihydroxybenzoate and with 26 different compounds, including bicyclic compounds such as flaviolin and 2-tetralone, and several aromatic and nonaromatic monocyclic compounds Eubacterium oxidoreducens AB3007 ?
-
 ?
1.3.1.57 phloroglucinol + NADPH + H+
-
 Desulfosporosinus orientis dihydrophloroglucinol + NADP+
-
 ?
1.3.1.57 phloroglucinol + NADPH + H+
-
 Eubacterium oxidoreducens dihydrophloroglucinol + NADP+
-
 ?
1.3.1.57 phloroglucinol + NADPH + H+
-
 Clostridium sp. dihydrophloroglucinol + NADP+
-
 ?
1.3.1.57 phloroglucinol + NADPH + H+ conversion rate of 30%, 1HNMR analysis of the product Desulfosporosinus orientis dihydrophloroglucinol + NADP+
-
 ?
1.3.1.57 phloroglucinol + NADPH + H+ conversion rate of 36%, 1HNMR analysis of the product Eubacterium oxidoreducens dihydrophloroglucinol + NADP+
-
 ?
1.3.1.57 phloroglucinol + NADPH + H+ conversion rate of 37%, 1HNMR analysis of the product Clostridium sp. dihydrophloroglucinol + NADP+
-
 ?
1.3.1.57 phloroglucinol + NADPH + H+
-
 Eubacterium oxidoreducens AB3007 dihydrophloroglucinol + NADP+
-
 ?
1.3.1.57 phloroglucinol + NADPH + H+ conversion rate of 36%, 1HNMR analysis of the product Eubacterium oxidoreducens AB3007 dihydrophloroglucinol + NADP+
-
 ?

Subunits

EC Number Subunits Comment Organism
1.3.1.57 homodimer 2 * 39000, about Eubacterium oxidoreducens
1.3.1.57 homotetramer 4 * 30000, about Clostridium sp.

Synonyms

EC Number Synonyms Comment Organism
1.3.1.57 PGR
-
 Desulfosporosinus orientis
1.3.1.57 PGR
-
 Eubacterium oxidoreducens
1.3.1.57 PGR
-
 Clostridium sp.
1.3.1.57 PGRcl
-
 Clostridium sp.
1.3.1.57 PGRde
-
 Desulfosporosinus orientis
1.3.1.57 PGReu
-
 Eubacterium oxidoreducens

Cofactor

EC Number Cofactor Comment Organism Structure
1.3.1.57 NADPH Rossmann fold for cofactor binding Desulfosporosinus orientis
1.3.1.57 NADPH Rossmann fold for cofactor binding Eubacterium oxidoreducens
1.3.1.57 NADPH the NADPH binding motif is G24-X-X-G27-X-X-G30, Rossmann fold for cofactor binding Clostridium sp.

General Information

EC Number General Information Comment Organism
1.3.1.57 evolution phloroglucinol reductases, PGRs, are members of the family of NAD(P)H-dependent short-chain dehydrogenases/reductases (SDRs), PGR subfamily. Several amino acid positions are identified as being conserved within the PGR subfamily and might be involved in substrate differentiation Desulfosporosinus orientis
1.3.1.57 evolution phloroglucinol reductases, PGRs, are members of the family of NAD(P)H-dependent short-chain dehydrogenases/reductases (SDRs), PGR subfamily. Several amino acid positions were identified as being conserved within the PGR subfamily and might be involved in substrate differentiation Eubacterium oxidoreducens
1.3.1.57 evolution phloroglucinol reductases, PGRs, are members of the family of NAD(P)H-dependent short-chain dehydrogenases/reductases (SDRs), PGR subfamily. Several amino acid positions were identified as being conserved within the PGR subfamily and might be involved in substrate differentiation Clostridium sp.
1.3.1.57 metabolism phloroglucinol is a central intermediate in the degradation of flavonoids and tannins, overview. It is further degraded to acetate and butyrate units Desulfosporosinus orientis
1.3.1.57 metabolism phloroglucinol is a central intermediate in the degradation of flavonoids and tannins, overview. It is further degraded to acetate and butyrate units Eubacterium oxidoreducens
1.3.1.57 metabolism phloroglucinol is a central intermediate in the degradation of flavonoids and tannins, overview. It is further degraded to acetate and butyrate units Clostridium sp.