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Literature summary extracted from

  • Alves, T.B.; Souza-Moreira, T.M.; Valentini, S.R.; Zanelli, C.F.; Furlan, M.
    Friedelin in Maytenus ilicifolia is produced by friedelin synthase isoforms (2018), Molecules, 23, 700-711 .
    View publication on PubMedView publication on EuropePMC

Cloned(Commentary)

EC Number Cloned (Comment) Organism
5.4.99.50 DNA and amino acid sequence determination and analysis of isozymes, sequence comparisons and phylogenetic analysis, functional recombinant expression in Saccharomyces cerevisiae strain VZL1303 Monteverdia ilicifolia

Protein Variants

EC Number Protein Variants Comment Organism
5.4.99.50 A48V naturally occuring mutation, single nucleotide exchange Monteverdia ilicifolia
5.4.99.50 E309K naturally occuring mutation, single nucleotide exchange Monteverdia ilicifolia
5.4.99.50 I768K naturally occuring mutation, single nucleotide exchange Monteverdia ilicifolia
5.4.99.50 additional information presence of single nucleotide polymorphisms with four non-synonymous mutations outside the active site of isozyme MiFRS Monteverdia ilicifolia
5.4.99.50 P39S naturally occuring mutation, single nucleotide exchange Monteverdia ilicifolia

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
5.4.99.50 (3S)-2,3-epoxy-2,3-dihydrosqualene Monteverdia ilicifolia
-
 friedelin
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
5.4.99.50 Monteverdia ilicifolia A0A1L3HE30
-
-
5.4.99.50 Monteverdia ilicifolia A0A2R3ZF24
-
-
5.4.99.50 Monteverdia ilicifolia A0A2R3ZF26
-
-
5.4.99.50 Monteverdia ilicifolia A0A2R3ZF31
-
-

Reaction

EC Number Reaction Comment Organism Reaction ID
5.4.99.50 (3S)-2,3-epoxy-2,3-dihydrosqualene = friedelin reaction via a chair-chair-chair conformation intermediate Monteverdia ilicifolia
a

Source Tissue

EC Number Source Tissue Comment Organism Textmining
5.4.99.50 leaf
-
 Monteverdia ilicifolia
-

Specific Activity [micromol/min/mg]

EC Number Specific Activity Minimum [µmol/min/mg] Specific Activity Maximum [µmol/min/mg] Comment Organism
5.4.99.50 additional information
-
 the four isozymes of the enzyme show different specific activities Monteverdia ilicifolia

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
5.4.99.50 (3S)-2,3-epoxy-2,3-dihydrosqualene
-
 Monteverdia ilicifolia friedelin
-
 ?

Subunits

EC Number Subunits Comment Organism
5.4.99.50 ? x * 89160, about, sequence calculation Monteverdia ilicifolia
5.4.99.50 ? x * 89170, about, sequence calculation Monteverdia ilicifolia

Synonyms

EC Number Synonyms Comment Organism
5.4.99.50 FRS
-
 Monteverdia ilicifolia
5.4.99.50 FRS2
-
 Monteverdia ilicifolia
5.4.99.50 FRS3
-
 Monteverdia ilicifolia
5.4.99.50 MiFRS
-
 Monteverdia ilicifolia
5.4.99.50 MiFRS2
-
 Monteverdia ilicifolia
5.4.99.50 MiFRS3
-
 Monteverdia ilicifolia

pI Value

EC Number Organism Comment pI Value Maximum pI Value
5.4.99.50 Monteverdia ilicifolia sequence calculation
-
 6.04
5.4.99.50 Monteverdia ilicifolia sequence calculation
-
 6.17
5.4.99.50 Monteverdia ilicifolia sequence calculation
-
 6.24

General Information

EC Number General Information Comment Organism
5.4.99.50 evolution the enzyme belongs to the terpenoid cyclases/protein prenyltransferases superfamily. Characterictic motifs for the OSC family and friedelin synthase are the four structural QW motifs (aromatic rich motifs of seven residues from Gln to Trp), the cavity site, and the Leu482. All of them are important for product specificity Monteverdia ilicifolia
5.4.99.50 metabolism the enzyme is involved in the biosynthesis of steroidal and pentacyclic triterpenes, overview. Friedelin is a precursor for other triterpenes and quinonemethides Monteverdia ilicifolia
5.4.99.50 physiological function the enzyme synthesizes friedelin, a triterpene ketone with anti-inflammatory and gastroprotective activities and it is a precursor of relevant antitumor quinonemethides Monteverdia ilicifolia