EC Number |
Substrates |
Organism |
Products |
Reversibility |
---|
4.2.3.52 | geranyl diphosphate |
- |
Pinus contorta |
(4S)-beta-phellandrene + diphosphate |
- |
? |
4.2.3.52 | geranyl diphosphate |
- |
Lavandula angustifolia |
(4S)-beta-phellandrene + diphosphate |
- |
? |
4.2.3.52 | geranyl diphosphate |
- |
Pinus banksiana |
(4S)-beta-phellandrene + diphosphate |
- |
? |
4.2.3.52 | geranyl diphosphate |
- |
Picea sitchensis |
(4S)-beta-phellandrene + diphosphate |
- |
? |
4.2.3.52 | geranyl diphosphate |
a 1,3-hydride shift from C3 to C8 of the cyclohexene nucleus is involved in the formation of phellandrene |
Pinus contorta |
(4S)-beta-phellandrene + diphosphate |
- |
? |
4.2.3.52 | geranyl diphosphate |
soluble enzyme preparations from Escherichia coli BL21(DE3)/pSAG8(M), expressing (-)-beta-phellandrene synthase convert geranyl diphosphate to four products. beta-phellandrene (52%) as the major olefin, and lesser amounts of (1S,5S)-beta-pinene (34%), (1S,5S)-apinene (8.5%), and (4S)-limonene (6%) are identified. The stereochemistry of beta-phellandrene is not confirmed directly. Nevertheless, stereochemical considerations based on the established absolute configuration of the coproducts, and the natural occurrence of (4S)-beta-phellandrene in the turpentine, suggests that the biosynthetic product is the mechanistically related (4S)-antipode derived via the (3S)-linalyl diphosphate intermediate. The product of the ag8 gene is therefore designated (4S)-beta-phellandrene synthase |
Abies grandis |
(4S)-beta-phellandrene + diphosphate |
- |
? |
4.2.3.52 | geranyl diphosphate |
some (-)-alpha-phellandrene is also formed. Both phellandrene isomers are generated from a common phellandryl cation by the cyclase |
Pinus contorta |
(4S)-beta-phellandrene + diphosphate |
- |
? |
4.2.3.52 | geranyl diphosphate |
enzyme displays a clear preference for geranyl diphosphate over neryl diphosphate |
Lavandula angustifolia |
(4S)-beta-phellandrene + diphosphate |
in addition, enzyme produces small quantities of limonene |
? |
4.2.3.52 | geranyl diphosphate |
- |
Picea sitchensis |
beta-myrcene + beta-phellandrene + beta-pinene + alpha-phellandrene + diphosphate |
- |
? |
4.2.3.52 | geranyl diphosphate |
- |
Abies grandis |
beta-phellandrene + beta-myrcene + beta-pinene + diphosphate |
- |
? |