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Literature summary for 5.5.1.8 extracted from

  • Karp, F.; Zhao, Y.; Santhamma, B.; Assink, B.; Coates, R.M.; Croteau, R.B.
    Inhibition of monoterpene cyclases by inert analogues of geranyl diphosphate and linalyl diphosphate (2007), Arch. Biochem. Biophys., 468, 140-146.
    View publication on PubMedView publication on EuropePMC
Search for more literature for 5.5.1.8

Cloned(Commentary)

Cloned (Comment) Organism
expression in Escherichia coli Salvia officinalis

Protein Variants

Protein Variants Comment Organism
additional information the recombinant enzyme is similarly truncated at E50 to provide a pseudomature form devoid of the plastid transit peptide Salvia officinalis

Inhibitors

Inhibitors Comment Organism Structure
(3R)-homolinalyl diphosphate i.e. 2,6-dimethyl-2-vinyl-5-heptenyl diphosphate Salvia officinalis
(3R,S)2-fluorolinalyl diphosphate
-
 Salvia officinalis
(3S)-homolinalyl diphosphate i.e. 2,6-dimethyl-2-vinyl-5-heptenyl diphosphate Salvia officinalis
2-Fluorogeranyl diphosphate
-
 Salvia officinalis
3-aza-2,3-dihydrogeranyl diphosphate competitive inhibition, the aza-analog of the substrate is bound anomalously, perhaps as a consequence of the positive charge, bond distortion, or hydrogen bonding resulting from the N for C substitution, binding strutcure, overview Salvia officinalis
linalyl diphosphate competitive inhibition, the enantioselective synthase readily distinguishes between (3R)- and (3S)-homolinalyl diphosphates, both of which were more effective inhibitors than is 3-azageranyl diphosphate, the fluorinated analogues prove to be the most potent competitive inhibitors Salvia officinalis

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
geranyl diphosphate Salvia officinalis
-
 (+)-bornyl diphosphate the enzyme is involved in monoterpenoid cyclase catalysis, mechanism of this coupled isomerization-cyclization reaction, modeling, overview ?

Organism

Organism UniProt Comment Textmining
Salvia officinalis
-
-
-

Purification (Commentary)

Purification (Comment) Organism
recombinant enzyme from Escherichia coli Salvia officinalis

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
geranyl diphosphate
-
 Salvia officinalis (+)-bornyl diphosphate the enzyme is involved in monoterpenoid cyclase catalysis, mechanism of this coupled isomerization-cyclization reaction, modeling, overview ?
geranyl diphosphate bornyl diphosphate synthase is an unusual example of a monoterpene synthase, because the diphosphate leaving group of the geranyl substrate is recaptured in the final product Salvia officinalis (+)-bornyl diphosphate
-
 ?

Synonyms

Synonyms Comment Organism
(+)-bornyl diphosphate synthase
-
 Salvia officinalis

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.006
-
 2-Fluorogeranyl diphosphate
-
 Salvia officinalis
0.058
-
 (3R,S)2-fluorolinalyl diphosphate
-
 Salvia officinalis
0.214
-
 (3R)-homolinalyl diphosphate
-
 Salvia officinalis
1.2
-
 (3S)-homolinalyl diphosphate
-
 Salvia officinalis