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Literature summary for 5.4.99.17 extracted from

  • Hammer, S.C.; Syren, P.O.; Seitz, M.; Nestl, B.M.; Hauer, B.
    Squalene hopene cyclases: highly promiscuous and evolvable catalysts for stereoselective CC and CX bond formation (2013), Curr. Opin. Chem. Biol., 17, 293-300.
    View publication on PubMed

Natural Substrates/ Products (Substrates)

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

Organism

Organism UniProt Comment Textmining
Alicyclobacillus acidocaldarius
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-
-

Reaction

Reaction Comment Organism Reaction ID
squalene = hop-22(29)-ene catalytic mechanism, overview Alicyclobacillus acidocaldarius

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
additional information the enzyme shows substrate diversity for polycyclization reactions, since squalene-hopene cyclases specifically address and protonate terminal double bonds of linear terpenoids, molecules with functional groups like carboxylic acids or amides can be used as substrates, overview. It is active with squalene, a C-35 squalene analogue substrate, farnesol, and geranyl geraniol, but not with geraniol, products overview Alicyclobacillus acidocaldarius ?
-
?
squalene
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Alicyclobacillus acidocaldarius hop-22(29)-ene
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?
squalene
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Alicyclobacillus acidocaldarius hop-22(29)-ene hopanol is also formed ?

Synonyms

Synonyms Comment Organism
SHC
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Alicyclobacillus acidocaldarius
squalene hopene cyclase
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Alicyclobacillus acidocaldarius

General Information

General Information Comment Organism
evolution squalene hopene cyclases are class II triterpene synthases that use a proton-initiated cationic polycyclization cascade to form carbopolycyclic products. The class II mechanism involves the Broensted acid sequence motif DxDD, catalytic mechanism compared to terpene cyclases, overview Alicyclobacillus acidocaldarius