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Literature summary for 5.4.99.17 extracted from

  • Seitz, M.; Klebensberger, J.; Siebenhaller, S.; Breuer, M.; Siedenburg, G.; Jendrossek, D.; Hauer, B.
    Substrate specificity of a novel squalene-hopene cyclase from Zymomonas mobilis (2012), J. Mol. Catal. B, 84, 72-77.
No PubMed abstract available

Application

Application Comment Organism
synthesis cyclization of homofarnesol to ambroxan as well as the conversion of citronellal to 2-isopropenyl-5-methyl-cyclohexanol bythe isozyme SHC1 can be economically attractive, as both products are used in the flavour and fragrance industry Zymomonas mobilis

Cloned(Commentary)

Cloned (Comment) Organism
gene ZMO1548, genetic organization Zymomonas mobilis

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
squalene Zymomonas mobilis
-
hop-22(29)-ene + hopanol
-
?
squalene Zymomonas mobilis CP4
-
hop-22(29)-ene + hopanol
-
?

Organism

Organism UniProt Comment Textmining
Zymomonas mobilis Q5NM88 gene ZMO1548
-
Zymomonas mobilis CP4 Q5NM88 gene ZMO1548
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
citronellal
-
Zymomonas mobilis isopulegol i.e. 2-isopropenyl-5-methyl-cyclohexanol ?
citronellal
-
Zymomonas mobilis CP4 isopulegol i.e. 2-isopropenyl-5-methyl-cyclohexanol ?
homofarnesol
-
Zymomonas mobilis ambroxan
-
?
homofarnesol
-
Zymomonas mobilis CP4 ambroxan
-
?
additional information ZmoSHC1 shows cyclization of the non-natural substrates homofarnesol (C16) and citronellal (C10) in addition to hopene formation from squalene, substrate specificity, overview. ZmoSHC1 exhibits a shift of activity towards substrates of shorter chain lengths, displaying over 50fold higher conversion of homofarnesol and more than 2fold higher conversion of citronellal in comparison to squalene conversion Zymomonas mobilis ?
-
?
additional information ZmoSHC1 shows cyclization of the non-natural substrates homofarnesol (C16) and citronellal (C10) in addition to hopene formation from squalene, substrate specificity, overview. ZmoSHC1 exhibits a shift of activity towards substrates of shorter chain lengths, displaying over 50fold higher conversion of homofarnesol and more than 2fold higher conversion of citronellal in comparison to squalene conversion Zymomonas mobilis CP4 ?
-
?
squalene
-
Zymomonas mobilis hop-22(29)-ene + hopanol
-
?
squalene
-
Zymomonas mobilis CP4 hop-22(29)-ene + hopanol
-
?

Synonyms

Synonyms Comment Organism
SHC
-
Zymomonas mobilis
ZmoSHC1
-
Zymomonas mobilis

General Information

General Information Comment Organism
additional information the enzyme catalyzes the cyclization of triterpenoids via cationic intermediates in one of the most complex reactions known in biochemistry Zymomonas mobilis