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Literature summary extracted from

  • Takahashi, K.; Sasaki, Y.; Hoshino, T.
    Squalene-hopene cyclase on the polycyclization reactions of squalene analogues bearing ethyl groups at positions C-6, C-10, C-15, and C-19 (2018), Eur. J. Org. Chem., 2018, 1477-1490 .
No PubMed abstract available

Cloned(Commentary)

EC Number Cloned (Comment) Organism
5.4.99.17 expressed in Escherichia coli BL21(DE3) cells 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 SiO2 column chromatography Alicyclobacillus acidocaldarius

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
5.4.99.17 10-ethylsqualene
-
Alicyclobacillus acidocaldarius (2R)-2-[(7E,11E)-3-ethyl-8,12,16-trimethylheptadeca-7,11,15-trien-1-yl]-1,1-dimethyl-3-methylidenecyclohexane + (3R,5aR,9aS)-3-[(5Z)-6,10-dimethylundeca-5,9-dien-2-yl]-3-ethyl-6,6,9a-trimethyl-2,3,5,5a,6,7,8,9,9a,9b-decahydro-1H-cyclopenta[a]naphthalene + (4aS,5R,8aR)-6-ethylidene-1,1,4a-trimethyl-5-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]decahydronaphthalene + (4aR,5S,8aR)-6-ethyl-1,1,4a-trimethyl-5-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]decahydronaphthalene + (2R)-2-[(3E,7E,11E)-3-ethyl-8,12,16-trimethylheptadeca-3,7,11,15-tetraen-1-yl]-1,3,3-trimethylcyclohexanol
-
?
5.4.99.17 15-ethylsqualene
-
Alicyclobacillus acidocaldarius (2R)-2-[(3E,11E)-8-ethyl-3,12,16-trimethylheptadeca-3,7,11,15-tetraen-1-yl]-1,1-dimethyl-3-methylidenecyclohexane + (4aS,5S,8aR)-5-[(7E)-4-ethyl-8,12-dimethyltrideca-3,7,11-trien-1-yl]-1,1,4a-trimethyl-6-methylidenedecahydronaphthalene + (4aS,5S,8aR)-5-[(7E)-4-ethyl-8,12-dimethyltrideca-3,7,11-trien-1-yl]-1,1,4a,6-tetramethyl-1,2,3,4,4a,5,8,8a-octahydronaphthalene + (2R)-2-[(3E,11E)-8-ethyl-3,12,16-trimethylheptadeca-3,7,11,15-tetraen-1-yl]-1,3,3-trimethylcyclohexanol
-
?
5.4.99.17 19-ethylsqualene
-
Alicyclobacillus acidocaldarius (2R)-2-[(3E,7E,11E)-12-ethyl-3,8,16-trimethylheptadeca-3,7,11,15-tetraen-1-yl]-1,1-dimethyl-3-methylidenecyclohexane + (6R)-6-[(3E,7E,11E)-12-ethyl-3,8,16-trimethylheptadeca-3,7,11,15-tetraen-1-yl]-1,5,6-trimethylcyclohexene + (4aS,5S,8aR)-5-[(3E,7E)-8-ethyl-4,12-dimethyltrideca-3,7,11-trien-1-yl]-1,1,4a-trimethyl-6-methylidenedecahydronaphthalene + (5R,8R,9R,10S,14S)-4,4,8,10,14-pentamethyl-17-(7-methyloct-6-en-3-yl)-2,3,4,5,6,7,8,9,10,11,12,14,15,16-tetradecahydro-1H-cyclopenta[a]phenanthrene + (4aS,5S,8aR)-5-[(3E,7E)-9-ethyl-4,12-dimethyltrideca-3,7,11-trien-1-yl]-1,1,4a,6-tetramethyl-1,2,3,4,4a,5,8,8a-octahydronaphthalene + (3S,3aS,5aR,5bR,7aR,11aS,11bS,13aR,13bS)-13b-ethyl-5a,5b,8,8,11a-pentamethyl-3-(prop-1-en-2-yl)icosahydro-1H-cyclopenta[a]chrysene
-
?
5.4.99.17 additional information no activity with 6-ethylsqualene Alicyclobacillus acidocaldarius ?
-
?
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