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Literature summary 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)

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

Protein Variants

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

Natural Substrates/ Products (Substrates)

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

Organism

EC Number Organism UniProt Comment Textmining
5.4.99.17 Alicyclobacillus acidocaldarius
-
-
-

Purification (Commentary)

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

Substrates and Products (Substrate)

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

Synonyms

EC Number Synonyms Comment Organism
5.4.99.17 SHC
-
 Alicyclobacillus acidocaldarius
5.4.99.17 squalene hopene cyclase
-
 Alicyclobacillus acidocaldarius