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Literature summary for 5.4.99.50 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)

Cloned (Comment) Organism
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

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

Natural Substrates/ Products (Substrates)

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

Organism

Organism UniProt Comment Textmining
Monteverdia ilicifolia A0A1L3HE30
-
-
Monteverdia ilicifolia A0A2R3ZF24
-
-
Monteverdia ilicifolia A0A2R3ZF26
-
-
Monteverdia ilicifolia A0A2R3ZF31
-
-

Reaction

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

Source Tissue

Source Tissue Comment Organism Textmining
leaf
-
Monteverdia ilicifolia
-

Specific Activity [micromol/min/mg]

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

Substrates and Products (Substrate)

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

Subunits

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

Synonyms

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

pI Value

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

General Information

General Information Comment Organism
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
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
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