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Literature summary for 5.4.99.17 extracted from
- Prokaryotic squalene-hopene cyclases can be converted to citronellal cyclases by single amino acid exchange (2013), Appl. Microbiol. Biotechnol., 97, 1571-1580.
Protein Variants
| Protein Variants | Comment | Organism |
|---|---|---|
| F409C | site-directed mutagenesis, the mutant does not perform interconversion of citronellal and isopulegol | Bacillus anthracis |
| F436C | site-directed mutagenesis, the mutant does not perform interconversion of citronellal and isopulegol | Burkholderia ambifaria |
| F438C | site-directed mutagenesis, the mutant does not perform interconversion of citronellal and isopulegol | Teredinibacter turnerae |
| F438C | site-directed mutagenesis, the mutant does not perform interconversion of citronellal and isopulegol | Streptomyces coelicolor |
| F438C | site-directed mutagenesis, the mutant performs interconversion of citronellal and isopulegol | Zymomonas mobilis |
| F445C | site-directed mutagenesis, the mutant does not perform interconversion of citronellal and isopulegol | Rhodopseudomonas palustris |
| F447C | site-directed mutagenesis, the mutant performs interconversion of citronellal and isopulegol | Bradyrhizobium japonicum |
| F450C | site-directed mutagenesis, the mutant does not perform interconversion of citronellal and isopulegol | Burkholderia ambifaria |
| F457C | site-directed mutagenesis, the mutant does not perform interconversion of citronellal and isopulegol | Syntrophobacter fumaroxidans |
| F481C | site-directed mutagenesis, the mutant performs interconversion of citronellal and isopulegol | Acetobacter pasteurianus |
| F486C | site-directed mutagenesis, the mutant shows increased activity in interconversion of citronellal and isopulegol compared to the wild-type enzyme | Zymomonas mobilis |
| W555A | site-directed mutagenesis, the mutant shows no squalene hopene cyclase activity, and low citronellal cyclase activity | Zymomonas mobilis |
| W555C | site-directed mutagenesis, the mutant shows no squalene hopene cyclase activity, and low citronellal cyclase activity | Zymomonas mobilis |
| W555D | site-directed mutagenesis, the mutant shows no squalene hopene cyclase activity, and moderate citronellal cyclase activity | Zymomonas mobilis |
| W555E | site-directed mutagenesis, the mutant shows highly reduced squalene hopene cyclase activity, and low citronellal cyclase activity | Zymomonas mobilis |
| W555F | site-directed mutagenesis, the mutant shows no squalene hopene cyclase activity, and higher citronellal cyclase activity | Zymomonas mobilis |
| 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 |
| W555G | site-directed mutagenesis, the mutant shows no squalene hopene cyclase activity, and low citronellal cyclase activity | Zymomonas mobilis |
| W555H | site-directed mutagenesis, the mutant shows no squalene hopene cyclase activity, and moderate citronellal cyclase activity | Zymomonas mobilis |
| W555I | site-directed mutagenesis, the mutant shows no squalene hopene cyclase activity, and low citronellal cyclase activity | Zymomonas mobilis |
| W555K | site-directed mutagenesis, the mutant shows no squalene hopene cyclase activity, and low citronellal cyclase activity | Zymomonas mobilis |
| W555L | site-directed mutagenesis, the mutant shows no squalene hopene cyclase activity, and low citronellal cyclase activity | Zymomonas mobilis |
| W555M | site-directed mutagenesis, the mutant shows highly reduced squalene hopene cyclase activity, and low citronellal cyclase activity | Zymomonas mobilis |
| W555N | site-directed mutagenesis, the mutant shows highly reduced squalene hopene cyclase activity, and moderate citronellal cyclase activity | Zymomonas mobilis |
| W555P | site-directed mutagenesis, the mutant shows no squalene hopene cyclase activity, and low citronellal cyclase activity | Zymomonas mobilis |
| W555Q | site-directed mutagenesis, the mutant shows highly reduced squalene hopene cyclase activity, and low citronellal cyclase activity | Zymomonas mobilis |
| W555R | site-directed mutagenesis, the mutant shows no squalene hopene cyclase activity, and low citronellal cyclase activity | Zymomonas mobilis |
| W555S | site-directed mutagenesis, the mutant shows no squalene hopene cyclase activity, and low citronellal cyclase activity | Zymomonas mobilis |
| W555T | site-directed mutagenesis, the mutant shows no squalene hopene cyclase activity, and higher citronellal cyclase activity | Zymomonas mobilis |
| W555V | site-directed mutagenesis, the mutant shows no squalene hopene cyclase activity, and low citronellal cyclase activity | Zymomonas mobilis |
| W555Y | site-directed mutagenesis, the mutant shows highly reduced squalene hopene cyclase activity,and higher citronellal cyclase activity | Zymomonas mobilis |
| 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 |
| Y420C | site-directed mutagenesis, the mutant performs interconversion of citronellal and isopulegol | Alicyclobacillus acidocaldarius |
Natural Substrates/ Products (Substrates)
| Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | 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 | ? | |
| additional information | Bradyrhizobium japonicum | no activity with citronellal or isopulegol (2-isopropenyl-5-methyl-cyclohexanol) | ? | - |
? | |
| additional information | Rhodopseudomonas palustris | no activity with citronellal or isopulegol (2-isopropenyl-5-methyl-cyclohexanol) | ? | - |
? | |
| additional information | Alicyclobacillus acidocaldarius | no activity with citronellal or isopulegol (2-isopropenyl-5-methyl-cyclohexanol) | ? | - |
? | |
| additional information | Zymomonas mobilis | no activity with citronellal or isopulegol (2-isopropenyl-5-methyl-cyclohexanol) | ? | - |
? | |
| additional information | Acetobacter pasteurianus | no activity with citronellal or isopulegol (2-isopropenyl-5-methyl-cyclohexanol) | ? | - |
? | |
| additional information | Syntrophobacter fumaroxidans | no activity with citronellal or isopulegol (2-isopropenyl-5-methyl-cyclohexanol) | ? | - |
? | |
| additional information | Teredinibacter turnerae | no activity with citronellal or isopulegol (2-isopropenyl-5-methyl-cyclohexanol) | ? | - |
? | |
| additional information | Bacillus anthracis | no activity with citronellal or isopulegol (2-isopropenyl-5-methyl-cyclohexanol) | ? | - |
? | |
| additional information | Streptomyces coelicolor | no activity with citronellal or isopulegol (2-isopropenyl-5-methyl-cyclohexanol) | ? | - |
? | |
| additional information | Burkholderia ambifaria | no activity with citronellal or isopulegol (2-isopropenyl-5-methyl-cyclohexanol) | ? | - |
? | |
| additional information | Burkholderia ambifaria ATCC BAA-244 / AMMD | no activity with citronellal or isopulegol (2-isopropenyl-5-methyl-cyclohexanol) | ? | - |
? | |
| additional information | Zymomonas mobilis ATCC 31821 | no activity with citronellal or isopulegol (2-isopropenyl-5-methyl-cyclohexanol) | ? | - |
? | |
| additional information | Alicyclobacillus acidocaldarius DSM 446 | no activity with citronellal or isopulegol (2-isopropenyl-5-methyl-cyclohexanol) | ? | - |
? | |
| squalene | Bradyrhizobium japonicum | - |
hop-22(29)-ene | - |
? | |
| squalene | Rhodopseudomonas palustris | - |
hop-22(29)-ene | - |
? | |
| squalene | Alicyclobacillus acidocaldarius | - |
hop-22(29)-ene | - |
? | |
| squalene | Zymomonas mobilis | - |
hop-22(29)-ene | - |
? | |
| squalene | Acetobacter pasteurianus | - |
hop-22(29)-ene | - |
? | |
| squalene | Syntrophobacter fumaroxidans | - |
hop-22(29)-ene | - |
? | |
| squalene | Teredinibacter turnerae | - |
hop-22(29)-ene | - |
? | |
| squalene | Bacillus anthracis | - |
hop-22(29)-ene | - |
? | |
| squalene | Streptomyces coelicolor | - |
hop-22(29)-ene | - |
? | |
| squalene | Burkholderia ambifaria | - |
hop-22(29)-ene | - |
? | |
| squalene | Burkholderia ambifaria ATCC BAA-244 / AMMD | - |
hop-22(29)-ene | - |
? | |
| squalene | Zymomonas mobilis ATCC 31821 | - |
hop-22(29)-ene | - |
? | |
| squalene | Zymomonas mobilis CP4 | - |
hop-22(29)-ene | - |
? | |
| squalene | Alicyclobacillus acidocaldarius DSM 446 | - |
hop-22(29)-ene | - |
? | |
Organism
| Organism | UniProt | Comment | Textmining |
|---|---|---|---|
| Acetobacter pasteurianus | YP3187836 | - |
- |
| Alicyclobacillus acidocaldarius | P33247 | - |
- |
| Alicyclobacillus acidocaldarius DSM 446 | P33247 | - |
- |
| Bacillus anthracis | Q81YD8 | - |
- |
| Bradyrhizobium japonicum | - |
- |
- |
| Burkholderia ambifaria | Q0B2H5 | - |
- |
| Burkholderia ambifaria | Q0B5S3 | - |
- |
| Burkholderia ambifaria ATCC BAA-244 / AMMD | Q0B2H5 | - |
- |
| Burkholderia ambifaria ATCC BAA-244 / AMMD | Q0B5S3 | - |
- |
| Rhodopseudomonas palustris | - |
- |
- |
| Streptomyces coelicolor | Q9X7V9 | - |
- |
| Syntrophobacter fumaroxidans | A0LJS0 | - |
- |
| Teredinibacter turnerae | - |
- |
- |
| Zymomonas mobilis | P33990 | - |
- |
| Zymomonas mobilis | Q5NM88 | - |
- |
| Zymomonas mobilis ATCC 31821 | P33990 | - |
- |
| Zymomonas mobilis CP4 | Q5NM88 | - |
- |
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 | activity of mutant F438C, not of the wild-type enzyme | Zymomonas mobilis | isopulegol | i.e. 2-isopropenyl-5-methyl-cyclohexanol | ? | |
| citronellal | activity of mutant F447C, not of the wild-type enzyme | Bradyrhizobium japonicum | isopulegol | i.e. 2-isopropenyl-5-methyl-cyclohexanol | ? | |
| citronellal | activity of mutant F449C, not of the wild-type enzyme | Streptomyces coelicolor | isopulegol | i.e. 2-isopropenyl-5-methyl-cyclohexanol | ? | |
| citronellal | activity of mutant F481C, not of the wild-type enzyme | Acetobacter pasteurianus | isopulegol | i.e. 2-isopropenyl-5-methyl-cyclohexanol | ? | |
| citronellal | activity of mutant Y420C, not of the wild-type enzyme | Alicyclobacillus acidocaldarius | isopulegol | i.e. 2-isopropenyl-5-methyl-cyclohexanol | ? | |
| citronellal | wild-type enzyme, and increased activity in mutant F486C | Zymomonas mobilis | isopulegol | i.e. 2-isopropenyl-5-methyl-cyclohexanol | ? | |
| citronellal | activity of mutant F438C, not of the wild-type enzyme | Zymomonas mobilis ATCC 31821 | isopulegol | i.e. 2-isopropenyl-5-methyl-cyclohexanol | ? | |
| citronellal | - |
Zymomonas mobilis CP4 | isopulegol | i.e. 2-isopropenyl-5-methyl-cyclohexanol | ? | |
| citronellal | wild-type enzyme, and increased activity in mutant F486C | Zymomonas mobilis CP4 | isopulegol | i.e. 2-isopropenyl-5-methyl-cyclohexanol | ? | |
| citronellal | activity of mutant Y420C, not of the wild-type enzyme | Alicyclobacillus acidocaldarius DSM 446 | isopulegol | i.e. 2-isopropenyl-5-methyl-cyclohexanol | ? | |
| additional information | no activity with citronellal or isopulegol (2-isopropenyl-5-methyl-cyclohexanol) | Bradyrhizobium japonicum | ? | - |
? | |
| additional information | no activity with citronellal or isopulegol (2-isopropenyl-5-methyl-cyclohexanol) | Rhodopseudomonas palustris | ? | - |
? | |
| additional information | no activity with citronellal or isopulegol (2-isopropenyl-5-methyl-cyclohexanol) | Alicyclobacillus acidocaldarius | ? | - |
? | |
| additional information | no activity with citronellal or isopulegol (2-isopropenyl-5-methyl-cyclohexanol) | Zymomonas mobilis | ? | - |
? | |
| additional information | no activity with citronellal or isopulegol (2-isopropenyl-5-methyl-cyclohexanol) | Acetobacter pasteurianus | ? | - |
? | |
| additional information | no activity with citronellal or isopulegol (2-isopropenyl-5-methyl-cyclohexanol) | Syntrophobacter fumaroxidans | ? | - |
? | |
| additional information | no activity with citronellal or isopulegol (2-isopropenyl-5-methyl-cyclohexanol) | Teredinibacter turnerae | ? | - |
? | |
| additional information | no activity with citronellal or isopulegol (2-isopropenyl-5-methyl-cyclohexanol) | Bacillus anthracis | ? | - |
? | |
| additional information | no activity with citronellal or isopulegol (2-isopropenyl-5-methyl-cyclohexanol) | Streptomyces coelicolor | ? | - |
? | |
| additional information | no activity with citronellal or isopulegol (2-isopropenyl-5-methyl-cyclohexanol) | Burkholderia ambifaria | ? | - |
? | |
| additional information | no activity with citronellal or isopulegol (2-isopropenyl-5-methyl-cyclohexanol) | Burkholderia ambifaria ATCC BAA-244 / AMMD | ? | - |
? | |
| additional information | no activity with citronellal or isopulegol (2-isopropenyl-5-methyl-cyclohexanol) | Zymomonas mobilis ATCC 31821 | ? | - |
? | |
| additional information | no activity with citronellal or isopulegol (2-isopropenyl-5-methyl-cyclohexanol) | Alicyclobacillus acidocaldarius DSM 446 | ? | - |
? | |
| squalene | - |
Bradyrhizobium japonicum | hop-22(29)-ene | - |
? | |
| squalene | - |
Rhodopseudomonas palustris | hop-22(29)-ene | - |
? | |
| squalene | - |
Alicyclobacillus acidocaldarius | hop-22(29)-ene | - |
? | |
| squalene | - |
Zymomonas mobilis | hop-22(29)-ene | - |
? | |
| squalene | - |
Acetobacter pasteurianus | hop-22(29)-ene | - |
? | |
| squalene | - |
Syntrophobacter fumaroxidans | hop-22(29)-ene | - |
? | |
| squalene | - |
Teredinibacter turnerae | hop-22(29)-ene | - |
? | |
| squalene | - |
Bacillus anthracis | hop-22(29)-ene | - |
? | |
| squalene | - |
Streptomyces coelicolor | hop-22(29)-ene | - |
? | |
| squalene | - |
Burkholderia ambifaria | hop-22(29)-ene | - |
? | |
| squalene | - |
Burkholderia ambifaria ATCC BAA-244 / AMMD | hop-22(29)-ene | - |
? | |
| squalene | - |
Zymomonas mobilis ATCC 31821 | hop-22(29)-ene | - |
? | |
| squalene | - |
Zymomonas mobilis CP4 | hop-22(29)-ene | - |
? | |
| squalene | - |
Alicyclobacillus acidocaldarius DSM 446 | hop-22(29)-ene | - |
? | |
Synonyms
| Synonyms | Comment | Organism |
|---|---|---|
| SHC | - |
Bradyrhizobium japonicum |
| SHC | - |
Rhodopseudomonas palustris |
| SHC | - |
Alicyclobacillus acidocaldarius |
| SHC | - |
Zymomonas mobilis |
| SHC | - |
Acetobacter pasteurianus |
| SHC | - |
Syntrophobacter fumaroxidans |
| SHC | - |
Teredinibacter turnerae |
| SHC | - |
Bacillus anthracis |
| SHC | - |
Streptomyces coelicolor |
| SHC | - |
Burkholderia ambifaria |
| SHC1 | - |
Burkholderia ambifaria |
| SHC2 | - |
Burkholderia ambifaria |
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