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Literature summary for 5.4.99.17 extracted from

  • Bastian, S.; Hammer, S.; Kreί, N.; Nestl, B.; Hauer, B.
    Selectivity in the cyclization of citronellal introduced by squalene hopene cyclase variants (2017), ChemCatChem, 9, 4364-4368 .
No PubMed abstract available

Cloned(Commentary)

Cloned (Comment) Organism
expressed in Escherichia coli BL21(DE3) cells Alicyclobacillus acidocaldarius

Protein Variants

Protein Variants Comment Organism
D376C inactive Alicyclobacillus acidocaldarius
I261A the mutant has higher activity with (S)-citronellal compared to the wild type enzyme Alicyclobacillus acidocaldarius
W169A the mutant has higher activity with (S)-citronellal compared to the wild type enzyme Alicyclobacillus acidocaldarius
W312G the mutant produces (-)-neo-isopulegol from (S)-citronellal Alicyclobacillus acidocaldarius
Y609A the mutant produces (+)-isopulegol from (S)-citronellal Alicyclobacillus acidocaldarius

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
squalene Alicyclobacillus acidocaldarius
-
hop-22(29)-ene
-
?
squalene + H2O Alicyclobacillus acidocaldarius
-
hopan-22-ol
-
?

Organism

Organism UniProt Comment Textmining
Alicyclobacillus acidocaldarius
-
-
-

Purification (Commentary)

Purification (Comment) Organism
DEAE-Sephacel column chromatography Alicyclobacillus acidocaldarius

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(R)-citronellal + H2O
-
Alicyclobacillus acidocaldarius (-)-isopulegol + (+)-neoiso-isopulegol
-
?
(S)-citronellal + H2O
-
Alicyclobacillus acidocaldarius (+)-isopulegol
-
?
squalene
-
Alicyclobacillus acidocaldarius hop-22(29)-ene
-
?
squalene + H2O
-
Alicyclobacillus acidocaldarius hopan-22-ol
-
?

Synonyms

Synonyms Comment Organism
SHC
-
Alicyclobacillus acidocaldarius
squalene hopene cyclase
-
Alicyclobacillus acidocaldarius