| EC |
4.2.1.133 |
| Accepted name: |
copal-8-ol diphosphate hydratase |
| Reaction: |
(13E)-8α-hydroxylabd-13-en-15-yl diphosphate = geranylgeranyl diphosphate + H2O |
|
For diagram of hydroxylabdenyl diphosphate derived diterpenoids, click here |
| Glossary: |
(13E)-8α-hydroxylabd-13-en-15-yl diphosphate = 8-hydroxycopalyl diphosphate |
| Other name(s): |
CcCLS |
| Systematic name: |
geranylgeranyl-diphosphate hydro-lyase [(13E)-8α-hydroxylabd-13-en-15-yl diphosphate-forming] |
| Comments: |
Requires Mg2+. The enzyme was characterized from the plant Cistus creticus subsp. creticus. |
| Links to other databases: |
BRENDA, EXPASY, KEGG, MetaCyc |
| References: |
| 1. |
Falara, V., Pichersky, E. and Kanellis, A.K. A copal-8-ol diphosphate synthase from the angiosperm Cistus creticus subsp. creticus is a putative key enzyme for the formation of pharmacologically active, oxygen-containing labdane-type diterpenes. Plant Physiol. 154 (2010) 301–310. [DOI] [PMID: 20595348] |
|
| [EC 4.2.1.133 created 2012] |
| |
|
| |
|
| EC |
4.2.3.140 |
| Accepted name: |
cis-abienol synthase |
| Reaction: |
(13E)-8α-hydroxylabd-13-en-15-yl diphosphate = cis-abienol + diphosphate |
|
For diagram of hydroxylabdenyl diphosphate derived diterpenoids, click here |
| Glossary: |
cis-abienol = (12Z)-labda-12,14-dien-8α-ol
(13E)-8α-hydroxylabd-13-en-15-yl diphosphate = 8-hydroxycopalyl diphosphate |
| Other name(s): |
Z-abienol synthase; CAS; ABS |
| Systematic name: |
(13E)-8α-hydroxylabd-13-en-15-yl-diphosphate-lyase (cis-abienol-forming) |
| Comments: |
Isolated from the plants Abies balsamea (balsam fir) [1] and Nicotiana tabacum (tobacco) [2]. |
| Links to other databases: |
BRENDA, EXPASY, KEGG, MetaCyc |
| References: |
| 1. |
Zerbe, P., Chiang, A., Yuen, M., Hamberger, B., Hamberger, B., Draper, J.A., Britton, R. and Bohlmann, J. Bifunctional cis-abienol synthase from Abies balsamea discovered by transcriptome sequencing and its implications for diterpenoid fragrance production. J. Biol. Chem. 287 (2012) 12121–12131. [DOI] [PMID: 22337889] |
| 2. |
Sallaud, C., Giacalone, C., Topfer, R., Goepfert, S., Bakaher, N., Rosti, S. and Tissier, A. Characterization of two genes for the biosynthesis of the labdane diterpene Z-abienol in tobacco (Nicotiana tabacum) glandular trichomes. Plant J. 72 (2012) 1–17. [DOI] [PMID: 22672125] |
|
| [EC 4.2.3.140 created 2012] |
| |
|
| |
|
| EC |
4.2.3.141 |
| Accepted name: |
sclareol synthase |
| Reaction: |
(13E)-8α-hydroxylabd-13-en-15-yl diphosphate + H2O = sclareol + diphosphate |
|
For diagram of hydroxylabdenyl diphosphate derived diterpenoids, click here |
| Glossary: |
sclareol = (13R)-labd-14-ene-8α,13-diol
(13E)-8α-hydroxylabd-13-en-15-yl diphosphate = 8-hydroxycopalyl diphosphate |
| Other name(s): |
SS |
| Systematic name: |
(13E)-8α-hydroxylabd-13-en-15-yl-diphosphate-lyase (sclareol-forming) |
| Comments: |
Isolated from the plant Salvia sclarea (clary sage). Originally thought to be synthesized in one step from geranylgeranyl diphosphate it is now known to require two enzymes, EC 4.2.1.133, copal-8-ol diphosphate synthase and EC 4.2.3.141, sclareol synthase. Sclareol is used in perfumery. |
| Links to other databases: |
BRENDA, EXPASY, KEGG, MetaCyc |
| References: |
| 1. |
Caniard, A., Zerbe, P., Legrand, S., Cohade, A., Valot, N., Magnard, J.L., Bohlmann, J. and Legendre, L. Discovery and functional characterization of two diterpene synthases for sclareol biosynthesis in Salvia sclarea (L.) and their relevance for perfume manufacture. BMC Plant Biol. 12:119 (2012). [DOI] [PMID: 22834731] |
|
| [EC 4.2.3.141 created 2013, modified 2017] |
| |
|
| |
|
| EC |
4.2.3.190 |
| Accepted name: |
manoyl oxide synthase |
| Reaction: |
(13E)-8α-hydroxylabd-13-en-15-yl diphosphate = manoyl oxide + diphosphate |
|
For diagram of hydroxylabdenyl diphosphate derived diterpenoids, click here |
| Glossary: |
(13E)-8α-hydroxylabd-13-en-15-yl diphosphate = 8-hydroxycopalyl diphosphate
manoyl oxide = (13R)-8,13-epoxylabd-14-ene |
| Other name(s): |
GrTPS6; CfTPS3; CfTPS4; MvELS |
| Systematic name: |
(13E)-8α-hydroxylabd-13-en-15-yl-diphosphate diphosphate-lyase (manoyl-oxide-forming) |
| Comments: |
Manoyl oxide is found in many plants. This enzyme has been isolated from the plants, Grindelia hirsutula (gum weed), Plectranthus barbatus (forskohlii) and Marrubium vulgare (white horehound). |
| Links to other databases: |
BRENDA, EXPASY, KEGG, MetaCyc |
| References: |
| 1. |
Zerbe, P., Hamberger, B., Yuen, M.M., Chiang, A., Sandhu, H.K., Madilao, L.L., Nguyen, A., Hamberger, B., Bach, S.S. and Bohlmann, J. Gene discovery of modular diterpene metabolism in nonmodel systems. Plant Physiol. 162 (2013) 1073–1091. [DOI] [PMID: 23613273] |
| 2. |
Pateraki, I., Andersen-Ranberg, J., Hamberger, B., Heskes, A.M., Martens, H.J., Zerbe, P., Bach, S.S., Moller, B.L., Bohlmann, J. and Hamberger, B. Manoyl oxide (13R), the biosynthetic precursor of forskolin, is synthesized in specialized root cork cells in Coleus forskohlii. Plant Physiol. 164 (2014) 1222–1236. [DOI] [PMID: 24481136] |
| 3. |
Zerbe, P., Chiang, A., Dullat, H., O'Neil-Johnson, M., Starks, C., Hamberger, B. and Bohlmann, J. Diterpene synthases of the biosynthetic system of medicinally active diterpenoids in Marrubium vulgare. Plant J. 79 (2014) 914–927. [DOI] [PMID: 24990389] |
|
| [EC 4.2.3.190 created 2017] |
| |
|
| |
|
Printable version