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Literature summary extracted from

  • Siedenburg, G.; Breuer, M.; Jendrossek, D.
    Prokaryotic squalene-hopene cyclases can be converted to citronellal cyclases by single amino acid exchange (2013), Appl. Microbiol. Biotechnol., 97, 1571-1580.
    View publication on PubMed

Protein Variants

EC Number Protein Variants Comment Organism
5.4.99.17 F409C site-directed mutagenesis, the mutant does not perform interconversion of citronellal and isopulegol Bacillus anthracis
5.4.99.17 F436C site-directed mutagenesis, the mutant does not perform interconversion of citronellal and isopulegol Burkholderia ambifaria
5.4.99.17 F438C site-directed mutagenesis, the mutant does not perform interconversion of citronellal and isopulegol Teredinibacter turnerae
5.4.99.17 F438C site-directed mutagenesis, the mutant does not perform interconversion of citronellal and isopulegol Streptomyces coelicolor
5.4.99.17 F438C site-directed mutagenesis, the mutant performs interconversion of citronellal and isopulegol Zymomonas mobilis
5.4.99.17 F445C site-directed mutagenesis, the mutant does not perform interconversion of citronellal and isopulegol Rhodopseudomonas palustris
5.4.99.17 F447C site-directed mutagenesis, the mutant performs interconversion of citronellal and isopulegol Bradyrhizobium japonicum
5.4.99.17 F450C site-directed mutagenesis, the mutant does not perform interconversion of citronellal and isopulegol Burkholderia ambifaria
5.4.99.17 F457C site-directed mutagenesis, the mutant does not perform interconversion of citronellal and isopulegol Syntrophobacter fumaroxidans
5.4.99.17 F481C site-directed mutagenesis, the mutant performs interconversion of citronellal and isopulegol Acetobacter pasteurianus
5.4.99.17 F486C site-directed mutagenesis, the mutant shows increased activity in interconversion of citronellal and isopulegol compared to the wild-type enzyme Zymomonas mobilis
5.4.99.17 W555A site-directed mutagenesis, the mutant shows no squalene hopene cyclase activity, and low citronellal cyclase activity Zymomonas mobilis
5.4.99.17 W555C site-directed mutagenesis, the mutant shows no squalene hopene cyclase activity, and low citronellal cyclase activity Zymomonas mobilis
5.4.99.17 W555D site-directed mutagenesis, the mutant shows no squalene hopene cyclase activity, and moderate citronellal cyclase activity Zymomonas mobilis
5.4.99.17 W555E site-directed mutagenesis, the mutant shows highly reduced squalene hopene cyclase activity, and low citronellal cyclase activity Zymomonas mobilis
5.4.99.17 W555F site-directed mutagenesis, the mutant shows no squalene hopene cyclase activity, and higher citronellal cyclase activity Zymomonas mobilis
5.4.99.17 W555F W555 is essential for hopene formation but W555Y and W555F have enhanced citronellal cyclase activity. All muteins of position W555 show abolished or strongly reduced hopene-forming activity compared to wild-type protein. W555Y is the only mutein with low but significant residual SHC activity Zymomonas mobilis
5.4.99.17 W555G site-directed mutagenesis, the mutant shows no squalene hopene cyclase activity, and low citronellal cyclase activity Zymomonas mobilis
5.4.99.17 W555H site-directed mutagenesis, the mutant shows no squalene hopene cyclase activity, and moderate citronellal cyclase activity Zymomonas mobilis
5.4.99.17 W555I site-directed mutagenesis, the mutant shows no squalene hopene cyclase activity, and low citronellal cyclase activity Zymomonas mobilis
5.4.99.17 W555K site-directed mutagenesis, the mutant shows no squalene hopene cyclase activity, and low citronellal cyclase activity Zymomonas mobilis
5.4.99.17 W555L site-directed mutagenesis, the mutant shows no squalene hopene cyclase activity, and low citronellal cyclase activity Zymomonas mobilis
5.4.99.17 W555M site-directed mutagenesis, the mutant shows highly reduced squalene hopene cyclase activity, and low citronellal cyclase activity Zymomonas mobilis
5.4.99.17 W555N site-directed mutagenesis, the mutant shows highly reduced squalene hopene cyclase activity, and moderate citronellal cyclase activity Zymomonas mobilis
5.4.99.17 W555P site-directed mutagenesis, the mutant shows no squalene hopene cyclase activity, and low citronellal cyclase activity Zymomonas mobilis
5.4.99.17 W555Q site-directed mutagenesis, the mutant shows highly reduced squalene hopene cyclase activity, and low citronellal cyclase activity Zymomonas mobilis
5.4.99.17 W555R site-directed mutagenesis, the mutant shows no squalene hopene cyclase activity, and low citronellal cyclase activity Zymomonas mobilis
5.4.99.17 W555S site-directed mutagenesis, the mutant shows no squalene hopene cyclase activity, and low citronellal cyclase activity Zymomonas mobilis
5.4.99.17 W555T site-directed mutagenesis, the mutant shows no squalene hopene cyclase activity, and higher citronellal cyclase activity Zymomonas mobilis
5.4.99.17 W555V site-directed mutagenesis, the mutant shows no squalene hopene cyclase activity, and low citronellal cyclase activity Zymomonas mobilis
5.4.99.17 W555Y site-directed mutagenesis, the mutant shows highly reduced squalene hopene cyclase activity,and higher citronellal cyclase activity Zymomonas mobilis
5.4.99.17 W555Y W555 is essential for hopene formation but W555Y and W555F have enhanced citronellal cyclase activity. All muteins of position W555 show abolished or strongly reduced hopene-forming activity compared to wild-type protein. W555Y is the only mutein with low but significant residual SHC activity Zymomonas mobilis
5.4.99.17 Y420C site-directed mutagenesis, the mutant performs interconversion of citronellal and isopulegol 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 citronellal Zymomonas mobilis
-
isopulegol i.e. 2-isopropenyl-5-methyl-cyclohexanol ?
5.4.99.17 citronellal Zymomonas mobilis CP4
-
isopulegol i.e. 2-isopropenyl-5-methyl-cyclohexanol ?
5.4.99.17 additional information Bradyrhizobium japonicum no activity with citronellal or isopulegol (2-isopropenyl-5-methyl-cyclohexanol) ?
-
?
5.4.99.17 additional information Rhodopseudomonas palustris no activity with citronellal or isopulegol (2-isopropenyl-5-methyl-cyclohexanol) ?
-
?
5.4.99.17 additional information Alicyclobacillus acidocaldarius no activity with citronellal or isopulegol (2-isopropenyl-5-methyl-cyclohexanol) ?
-
?
5.4.99.17 additional information Zymomonas mobilis no activity with citronellal or isopulegol (2-isopropenyl-5-methyl-cyclohexanol) ?
-
?
5.4.99.17 additional information Acetobacter pasteurianus no activity with citronellal or isopulegol (2-isopropenyl-5-methyl-cyclohexanol) ?
-
?
5.4.99.17 additional information Syntrophobacter fumaroxidans no activity with citronellal or isopulegol (2-isopropenyl-5-methyl-cyclohexanol) ?
-
?
5.4.99.17 additional information Teredinibacter turnerae no activity with citronellal or isopulegol (2-isopropenyl-5-methyl-cyclohexanol) ?
-
?
5.4.99.17 additional information Bacillus anthracis no activity with citronellal or isopulegol (2-isopropenyl-5-methyl-cyclohexanol) ?
-
?
5.4.99.17 additional information Streptomyces coelicolor no activity with citronellal or isopulegol (2-isopropenyl-5-methyl-cyclohexanol) ?
-
?
5.4.99.17 additional information Burkholderia ambifaria no activity with citronellal or isopulegol (2-isopropenyl-5-methyl-cyclohexanol) ?
-
?
5.4.99.17 additional information Burkholderia ambifaria ATCC BAA-244 / AMMD no activity with citronellal or isopulegol (2-isopropenyl-5-methyl-cyclohexanol) ?
-
?
5.4.99.17 additional information Zymomonas mobilis ATCC 31821 no activity with citronellal or isopulegol (2-isopropenyl-5-methyl-cyclohexanol) ?
-
?
5.4.99.17 additional information Alicyclobacillus acidocaldarius DSM 446 no activity with citronellal or isopulegol (2-isopropenyl-5-methyl-cyclohexanol) ?
-
?
5.4.99.17 squalene Bradyrhizobium japonicum
-
hop-22(29)-ene
-
?
5.4.99.17 squalene Rhodopseudomonas palustris
-
hop-22(29)-ene
-
?
5.4.99.17 squalene Alicyclobacillus acidocaldarius
-
hop-22(29)-ene
-
?
5.4.99.17 squalene Zymomonas mobilis
-
hop-22(29)-ene
-
?
5.4.99.17 squalene Acetobacter pasteurianus
-
hop-22(29)-ene
-
?
5.4.99.17 squalene Syntrophobacter fumaroxidans
-
hop-22(29)-ene
-
?
5.4.99.17 squalene Teredinibacter turnerae
-
hop-22(29)-ene
-
?
5.4.99.17 squalene Bacillus anthracis
-
hop-22(29)-ene
-
?
5.4.99.17 squalene Streptomyces coelicolor
-
hop-22(29)-ene
-
?
5.4.99.17 squalene Burkholderia ambifaria
-
hop-22(29)-ene
-
?
5.4.99.17 squalene Burkholderia ambifaria ATCC BAA-244 / AMMD
-
hop-22(29)-ene
-
?
5.4.99.17 squalene Zymomonas mobilis ATCC 31821
-
hop-22(29)-ene
-
?
5.4.99.17 squalene Zymomonas mobilis CP4
-
hop-22(29)-ene
-
?
5.4.99.17 squalene Alicyclobacillus acidocaldarius DSM 446
-
hop-22(29)-ene
-
?

Organism

EC Number Organism UniProt Comment Textmining
5.4.99.17 Acetobacter pasteurianus YP3187836
-
-
5.4.99.17 Alicyclobacillus acidocaldarius P33247
-
-
5.4.99.17 Alicyclobacillus acidocaldarius DSM 446 P33247
-
-
5.4.99.17 Bacillus anthracis Q81YD8
-
-
5.4.99.17 Bradyrhizobium japonicum
-
-
-
5.4.99.17 Burkholderia ambifaria Q0B2H5
-
-
5.4.99.17 Burkholderia ambifaria Q0B5S3
-
-
5.4.99.17 Burkholderia ambifaria ATCC BAA-244 / AMMD Q0B2H5
-
-
5.4.99.17 Burkholderia ambifaria ATCC BAA-244 / AMMD Q0B5S3
-
-
5.4.99.17 Rhodopseudomonas palustris
-
-
-
5.4.99.17 Streptomyces coelicolor Q9X7V9
-
-
5.4.99.17 Syntrophobacter fumaroxidans A0LJS0
-
-
5.4.99.17 Teredinibacter turnerae
-
-
-
5.4.99.17 Zymomonas mobilis P33990
-
-
5.4.99.17 Zymomonas mobilis Q5NM88
-
-
5.4.99.17 Zymomonas mobilis ATCC 31821 P33990
-
-
5.4.99.17 Zymomonas mobilis CP4 Q5NM88
-
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
5.4.99.17 citronellal
-
Zymomonas mobilis isopulegol i.e. 2-isopropenyl-5-methyl-cyclohexanol ?
5.4.99.17 citronellal activity of mutant F438C, not of the wild-type enzyme Zymomonas mobilis isopulegol i.e. 2-isopropenyl-5-methyl-cyclohexanol ?
5.4.99.17 citronellal activity of mutant F447C, not of the wild-type enzyme Bradyrhizobium japonicum isopulegol i.e. 2-isopropenyl-5-methyl-cyclohexanol ?
5.4.99.17 citronellal activity of mutant F449C, not of the wild-type enzyme Streptomyces coelicolor isopulegol i.e. 2-isopropenyl-5-methyl-cyclohexanol ?
5.4.99.17 citronellal activity of mutant F481C, not of the wild-type enzyme Acetobacter pasteurianus isopulegol i.e. 2-isopropenyl-5-methyl-cyclohexanol ?
5.4.99.17 citronellal activity of mutant Y420C, not of the wild-type enzyme Alicyclobacillus acidocaldarius isopulegol i.e. 2-isopropenyl-5-methyl-cyclohexanol ?
5.4.99.17 citronellal wild-type enzyme, and increased activity in mutant F486C Zymomonas mobilis isopulegol i.e. 2-isopropenyl-5-methyl-cyclohexanol ?
5.4.99.17 citronellal activity of mutant F438C, not of the wild-type enzyme Zymomonas mobilis ATCC 31821 isopulegol i.e. 2-isopropenyl-5-methyl-cyclohexanol ?
5.4.99.17 citronellal
-
Zymomonas mobilis CP4 isopulegol i.e. 2-isopropenyl-5-methyl-cyclohexanol ?
5.4.99.17 citronellal wild-type enzyme, and increased activity in mutant F486C Zymomonas mobilis CP4 isopulegol i.e. 2-isopropenyl-5-methyl-cyclohexanol ?
5.4.99.17 citronellal activity of mutant Y420C, not of the wild-type enzyme Alicyclobacillus acidocaldarius DSM 446 isopulegol i.e. 2-isopropenyl-5-methyl-cyclohexanol ?
5.4.99.17 additional information no activity with citronellal or isopulegol (2-isopropenyl-5-methyl-cyclohexanol) Bradyrhizobium japonicum ?
-
?
5.4.99.17 additional information no activity with citronellal or isopulegol (2-isopropenyl-5-methyl-cyclohexanol) Rhodopseudomonas palustris ?
-
?
5.4.99.17 additional information no activity with citronellal or isopulegol (2-isopropenyl-5-methyl-cyclohexanol) Alicyclobacillus acidocaldarius ?
-
?
5.4.99.17 additional information no activity with citronellal or isopulegol (2-isopropenyl-5-methyl-cyclohexanol) Zymomonas mobilis ?
-
?
5.4.99.17 additional information no activity with citronellal or isopulegol (2-isopropenyl-5-methyl-cyclohexanol) Acetobacter pasteurianus ?
-
?
5.4.99.17 additional information no activity with citronellal or isopulegol (2-isopropenyl-5-methyl-cyclohexanol) Syntrophobacter fumaroxidans ?
-
?
5.4.99.17 additional information no activity with citronellal or isopulegol (2-isopropenyl-5-methyl-cyclohexanol) Teredinibacter turnerae ?
-
?
5.4.99.17 additional information no activity with citronellal or isopulegol (2-isopropenyl-5-methyl-cyclohexanol) Bacillus anthracis ?
-
?
5.4.99.17 additional information no activity with citronellal or isopulegol (2-isopropenyl-5-methyl-cyclohexanol) Streptomyces coelicolor ?
-
?
5.4.99.17 additional information no activity with citronellal or isopulegol (2-isopropenyl-5-methyl-cyclohexanol) Burkholderia ambifaria ?
-
?
5.4.99.17 additional information no activity with citronellal or isopulegol (2-isopropenyl-5-methyl-cyclohexanol) Burkholderia ambifaria ATCC BAA-244 / AMMD ?
-
?
5.4.99.17 additional information no activity with citronellal or isopulegol (2-isopropenyl-5-methyl-cyclohexanol) Zymomonas mobilis ATCC 31821 ?
-
?
5.4.99.17 additional information no activity with citronellal or isopulegol (2-isopropenyl-5-methyl-cyclohexanol) Alicyclobacillus acidocaldarius DSM 446 ?
-
?
5.4.99.17 squalene
-
Bradyrhizobium japonicum hop-22(29)-ene
-
?
5.4.99.17 squalene
-
Rhodopseudomonas palustris hop-22(29)-ene
-
?
5.4.99.17 squalene
-
Alicyclobacillus acidocaldarius hop-22(29)-ene
-
?
5.4.99.17 squalene
-
Zymomonas mobilis hop-22(29)-ene
-
?
5.4.99.17 squalene
-
Acetobacter pasteurianus hop-22(29)-ene
-
?
5.4.99.17 squalene
-
Syntrophobacter fumaroxidans hop-22(29)-ene
-
?
5.4.99.17 squalene
-
Teredinibacter turnerae hop-22(29)-ene
-
?
5.4.99.17 squalene
-
Bacillus anthracis hop-22(29)-ene
-
?
5.4.99.17 squalene
-
Streptomyces coelicolor hop-22(29)-ene
-
?
5.4.99.17 squalene
-
Burkholderia ambifaria hop-22(29)-ene
-
?
5.4.99.17 squalene
-
Burkholderia ambifaria ATCC BAA-244 / AMMD hop-22(29)-ene
-
?
5.4.99.17 squalene
-
Zymomonas mobilis ATCC 31821 hop-22(29)-ene
-
?
5.4.99.17 squalene
-
Zymomonas mobilis CP4 hop-22(29)-ene
-
?
5.4.99.17 squalene
-
Alicyclobacillus acidocaldarius DSM 446 hop-22(29)-ene
-
?

Synonyms

EC Number Synonyms Comment Organism
5.4.99.17 SHC
-
Bradyrhizobium japonicum
5.4.99.17 SHC
-
Rhodopseudomonas palustris
5.4.99.17 SHC
-
Alicyclobacillus acidocaldarius
5.4.99.17 SHC
-
Zymomonas mobilis
5.4.99.17 SHC
-
Acetobacter pasteurianus
5.4.99.17 SHC
-
Syntrophobacter fumaroxidans
5.4.99.17 SHC
-
Teredinibacter turnerae
5.4.99.17 SHC
-
Bacillus anthracis
5.4.99.17 SHC
-
Streptomyces coelicolor
5.4.99.17 SHC
-
Burkholderia ambifaria
5.4.99.17 SHC1
-
Burkholderia ambifaria
5.4.99.17 SHC2
-
Burkholderia ambifaria