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Literature summary for 5.4.99.17 extracted from

  • Ideno, N.; Umeyama, S.; Watanabe, T.; Nakajima, M.; Sato, T.; Hoshino, T.
    Alicyclobacillus acidocaldarius squalene-hopene cyclase the critical role of steric bulk at Ala306 and the first enzymatic synthesis of epoxydammarane from 2,3-oxidosqualene (2018), ChemBioChem, 19, 1873-1886 .
    View publication on PubMed

Cloned(Commentary)

Cloned (Comment) Organism
expressed in Escherichia coli Alicyclobacillus acidocaldarius subsp. acidocaldarius DSM 446

Protein Variants

Protein Variants Comment Organism
A306F the mutant produces apolypodatetraene, gamma-polypodatetraene and neopolypoda-5(6),13,17,21-teraene from squalene and polypoda-8(9),13,17,21-tetraen-3a-ol, polypoda-7(8),13,17,21-tetraen-3alpha-ol and polypoda-7(8),13,17,21-tetraen-3beta-ol from a racemic mixture of (3S)-2,3-oxidosqualene and (3R)-2,3-oxidosqualene Alicyclobacillus acidocaldarius subsp. acidocaldarius DSM 446
A306T the mutant produces (20R)-dammara-13(17),24-dien-3a-ol, (20R)-dammara-13(17),24-dien-3b-ol, (20R)-dammara-12(13),24-dien-3a-ol, (20R)-dammara-12(13),24-dien-3b-ol and (20R,24R)-17-epi-epoxydammarane from a racemic mixture of (3S)-2,3-oxidosqualene and (3R)-2,3-oxidosqualene Alicyclobacillus acidocaldarius subsp. acidocaldarius DSM 446
A306V the mutant produces apolypodatetraene, dammara-13(17)-24-diene, gamma-polypodatetraene, (17E)(13aH)-malabarica-14(27),17,21-triene, (20R)-dammara-12(13),24-diene, (20R)-eupha-7(8),24-diene, (20S)-tirucalla-7(8),24-diene, and 17-epi-dammara-20(21),24-diene from squalene Alicyclobacillus acidocaldarius subsp. acidocaldarius DSM 446

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
squalene Alicyclobacillus acidocaldarius subsp. acidocaldarius DSM 446
-
hop-22(29)-ene
-
?
squalene + H2O Alicyclobacillus acidocaldarius subsp. acidocaldarius DSM 446
-
hopan-22-ol
-
?

Organism

Organism UniProt Comment Textmining
Alicyclobacillus acidocaldarius subsp. acidocaldarius DSM 446 P33247
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(3R)-2,3-oxidosqualene + H2O
-
Alicyclobacillus acidocaldarius subsp. acidocaldarius DSM 446 3alpha-hydroxyhopene + 3alpha-hydroxyhopanol
-
?
(3S)-2,3-oxidosqualene + H2O
-
Alicyclobacillus acidocaldarius subsp. acidocaldarius DSM 446 3beta-hydroxyhopene + 3beta-hydroxyhopanol
-
?
squalene
-
Alicyclobacillus acidocaldarius subsp. acidocaldarius DSM 446 hop-22(29)-ene
-
?
squalene + H2O
-
Alicyclobacillus acidocaldarius subsp. acidocaldarius DSM 446 hopan-22-ol
-
?

Synonyms

Synonyms Comment Organism
SHC
-
Alicyclobacillus acidocaldarius subsp. acidocaldarius DSM 446
squalene-hopene cyclase
-
Alicyclobacillus acidocaldarius subsp. acidocaldarius DSM 446