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Literature summary extracted from

  • Asamizu, S.; Xie, P.; Brumsted, C.J.; Flatt, P.M.; Mahmud, T.
    Evolutionary divergence of sedoheptulose 7-phosphate cyclases leads to several distinct cyclic products (2012), J. Am. Chem. Soc., 134, 12219-12229.
    View publication on PubMedView publication on EuropePMC

Cloned(Commentary)

EC Number Cloned (Comment) Organism
4.2.3.154 expression in Escherichia coli Nostoc punctiforme
4.2.3.154 expression in Escherichia coli Trichormus variabilis
4.2.3.155 expression in Escherichia coli Actinosynnema mirum
4.2.3.155 expression in Escherichia coli Stigmatella aurantiaca

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
4.2.3.154 0.0216
-
 D-sedoheptulose 7-phosphate pH 7.4, 25°C Trichormus variabilis
4.2.3.154 0.0651
-
 D-sedoheptulose 7-phosphate pH 7.4, 25°C Nostoc punctiforme
4.2.3.155 0.0386
-
 D-sedoheptulose 7-phosphate pH 7.0, 28°C Stigmatella aurantiaca
4.2.3.155 0.0599
-
 D-sedoheptulose 7-phosphate pH 7.0, 28°C Actinosynnema mirum

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
4.2.3.155 Co2+ the enzyme requires a divalent metal ion (Zn2+ or Co2+) Actinosynnema mirum
4.2.3.155 Co2+ the enzyme requires a divalent metal ion (Zn2+ or Co2+) Stigmatella aurantiaca
4.2.3.155 Zn2+ the enzyme requires a divalent metal ion (Zn2+ or Co2+) Actinosynnema mirum
4.2.3.155 Zn2+ the enzyme requires a divalent metal ion (Zn2+ or Co2+) Stigmatella aurantiaca

Molecular Weight [Da]

EC Number Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
4.2.3.155 41009
-
 x * 41009, calculated from sequence Actinosynnema mirum
4.2.3.155 43439
-
 x * 43439, calculated from sequence Stigmatella aurantiaca

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
4.2.3.154 D-sedoheptulose 7-phosphate Nostoc punctiforme the enzyme is involved in the biosynthesis of the sunscreen compound shinorine demethyl-4-deoxygadusol + phosphate + H2O
-
 ?
4.2.3.154 D-sedoheptulose 7-phosphate Trichormus variabilis the enzyme is involved in the biosynthesis of the sunscreen compound shinorine demethyl-4-deoxygadusol + phosphate + H2O
-
 ?
4.2.3.155 D-sedoheptulose 7-phosphate Actinosynnema mirum the enzyme produces 2-epi-valiolone, which is believed to function as a precursor in aminocyclitol biosynthesis 2-epi-valiolone + phosphate
-
 ?
4.2.3.155 D-sedoheptulose 7-phosphate Stigmatella aurantiaca the enzyme produces 2-epi-valiolone, which is believed to function as a precursor in aminocyclitol biosynthesis 2-epi-valiolone + phosphate
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
4.2.3.154 Nostoc punctiforme
-
-
-
4.2.3.154 Trichormus variabilis Q3M6C3
-
-
4.2.3.155 Actinosynnema mirum C6WFL3
-
-
4.2.3.155 Stigmatella aurantiaca Q08VU0
-
-

Purification (Commentary)

EC Number Purification (Comment) Organism
4.2.3.154
-
 Nostoc punctiforme
4.2.3.154
-
 Trichormus variabilis
4.2.3.155
-
 Actinosynnema mirum
4.2.3.155
-
 Stigmatella aurantiaca

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
4.2.3.154 D-sedoheptulose 7-phosphate
-
 Nostoc punctiforme demethyl-4-deoxygadusol + phosphate + H2O demethyl-4-deoxygadusol i.e. 2,3,5-trihydroxy-5-(hydroxymethyl)cyclohex-2-en-1-one ?
4.2.3.154 D-sedoheptulose 7-phosphate
-
 Trichormus variabilis demethyl-4-deoxygadusol + phosphate + H2O demethyl-4-deoxygadusol i.e. 2,3,5-trihydroxy-5-(hydroxymethyl)cyclohex-2-en-1-one ?
4.2.3.154 D-sedoheptulose 7-phosphate the enzyme is involved in the biosynthesis of the sunscreen compound shinorine Nostoc punctiforme demethyl-4-deoxygadusol + phosphate + H2O
-
 ?
4.2.3.154 D-sedoheptulose 7-phosphate the enzyme is involved in the biosynthesis of the sunscreen compound shinorine Trichormus variabilis demethyl-4-deoxygadusol + phosphate + H2O
-
 ?
4.2.3.155 D-sedoheptulose 7-phosphate
-
 Actinosynnema mirum 2-epi-valiolone + phosphate 2-epi-valiolone i.e. (2S,3S,4S,5S)-2,3,4,5-tetrahydroxy-5-(hydroxymethyl)cyclohexan-1-one ?
4.2.3.155 D-sedoheptulose 7-phosphate
-
 Stigmatella aurantiaca 2-epi-valiolone + phosphate 2-epi-valiolone i.e. (2S,3S,4S,5S)-2,3,4,5-tetrahydroxy-5-(hydroxymethyl)cyclohexan-1-one ?
4.2.3.155 D-sedoheptulose 7-phosphate the enzyme produces 2-epi-valiolone, which is believed to function as a precursor in aminocyclitol biosynthesis Actinosynnema mirum 2-epi-valiolone + phosphate
-
 ?
4.2.3.155 D-sedoheptulose 7-phosphate the enzyme produces 2-epi-valiolone, which is believed to function as a precursor in aminocyclitol biosynthesis Stigmatella aurantiaca 2-epi-valiolone + phosphate
-
 ?

Subunits

EC Number Subunits Comment Organism
4.2.3.155 ? x * 41009, calculated from sequence Actinosynnema mirum
4.2.3.155 ? x * 43439, calculated from sequence Stigmatella aurantiaca

Synonyms

EC Number Synonyms Comment Organism
4.2.3.154 Ava_3858
-
 Trichormus variabilis
4.2.3.154 DDGS
-
 Nostoc punctiforme
4.2.3.154 DDGS
-
 Trichormus variabilis
4.2.3.154 desmethyl-4-deoxygadusol synthase
-
 Nostoc punctiforme
4.2.3.154 desmethyl-4-deoxygadusol synthase
-
 Trichormus variabilis
4.2.3.154 Npun_5600
-
 Nostoc punctiforme
4.2.3.155 aroB
-
 Actinosynnema mirum
4.2.3.155 aroB
-
 Stigmatella aurantiaca
4.2.3.155 EVS
-
 Actinosynnema mirum
4.2.3.155 EVS
-
 Stigmatella aurantiaca

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
4.2.3.154 25
-
 assay at Nostoc punctiforme
4.2.3.154 25
-
 assay at Trichormus variabilis
4.2.3.155 28
-
 assay at Actinosynnema mirum
4.2.3.155 28
-
 assay at Stigmatella aurantiaca

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
4.2.3.154 0.0533
-
 D-sedoheptulose 7-phosphate pH 7.4, 25°C Trichormus variabilis
4.2.3.154 0.0833
-
 D-sedoheptulose 7-phosphate pH 7.4, 25°C Nostoc punctiforme
4.2.3.155 0.033
-
 D-sedoheptulose 7-phosphate pH 7.0, 28°C Actinosynnema mirum
4.2.3.155 0.062
-
 D-sedoheptulose 7-phosphate pH 7.0, 28°C Stigmatella aurantiaca

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
4.2.3.154 7.4
-
 assay at Nostoc punctiforme
4.2.3.154 7.4
-
 assay at Trichormus variabilis
4.2.3.155 7
-
 assay at Actinosynnema mirum
4.2.3.155 7
-
 assay at Stigmatella aurantiaca

Cofactor

EC Number Cofactor Comment Organism Structure
4.2.3.155 NAD+ the enzyme requires an NAD+ cofactor, which is transiently reduced during the reaction Actinosynnema mirum
4.2.3.155 NAD+ the enzyme requires an NAD+ cofactor, which is transiently reduced during the reaction Stigmatella aurantiaca

General Information

EC Number General Information Comment Organism
4.2.3.154 metabolism the enzyme is involved in the biosynthesis of the sunscreen compound shinorine Nostoc punctiforme
4.2.3.154 metabolism the enzyme is involved in the biosynthesis of the sunscreen compound shinorine Trichormus variabilis
4.2.3.155 metabolism the enzyme produces 2-epi-valiolone, which is believed to function as a precursor in aminocyclitol biosynthesis Actinosynnema mirum
4.2.3.155 metabolism the enzyme produces 2-epi-valiolone, which is believed to function as a precursor in aminocyclitol biosynthesis Stigmatella aurantiaca

kcat/KM [mM/s]

EC Number kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
4.2.3.154 1.2
-
 D-sedoheptulose 7-phosphate pH 7.4, 25°C Nostoc punctiforme
4.2.3.154 2.47
-
 D-sedoheptulose 7-phosphate pH 7.4, 25°C Trichormus variabilis
4.2.3.155 0.556
-
 D-sedoheptulose 7-phosphate pH 7.0, 28°C Actinosynnema mirum
4.2.3.155 1.6
-
 D-sedoheptulose 7-phosphate pH 7.0, 28°C Stigmatella aurantiaca