| EC |
4.2.3.52 |
| Accepted name: |
(4S)-β-phellandrene synthase (geranyl-diphosphate-cyclizing) |
| Reaction: |
geranyl diphosphate = (4S)-β-phellandrene + diphosphate |
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For diagram of menthane monoterpenoid biosynthesis, click here |
| Other name(s): |
phellandrene synthase; (-)-β-phellandrene synthase; (-)-(4S)-β-phellandrene synthase |
| Systematic name: |
geranyl-diphosphate diphosphate-lyase [cyclizing; (4S)-β-phellandrene-forming] |
| Comments: |
Requires Mn2+. Mg2+ is not effective [1]. Some (-)-α-phellandrene is also formed [3]. The reaction involves a 1,3-hydride shift [4]. |
| Links to other databases: |
BRENDA, EXPASY, KEGG, MetaCyc, CAS registry number: 137010-34-5 |
| References: |
| 1. |
Savage, T.J., Hatch, M.W. and Croteau, R. Monoterpene synthases of Pinus contorta and related conifers. A new class of terpenoid cyclase. J. Biol. Chem. 269 (1994) 4012–4020. [PMID: 8307957] |
| 2. |
Bohlmann, J., Phillips, M., Ramachandiran, V., Katoh, S. and Croteau, R. cDNA cloning, characterization, and functional expression of four new monoterpene synthase members of the Tpsd gene family from grand fir (Abies grandis). Arch. Biochem. Biophys. 368 (1999) 232–243. [DOI] [PMID: 10441373] |
| 3. |
Wagschal, K., Savage, T.J. and Croteau, R. Isotopically sensitive branching as a tool for evaluating multiple product formation by monoterpene cyclases. Tetrahedron 31 (1991) 5933–5944. |
| 4. |
LaFever, R.E. and Croteau, R. Hydride shifts in the biosynthesis of the p-menthane monoterpenes α-terpinene, γ-terpinene, and β-phellandrene. Arch. Biochem. Biophys. 301 (1993) 361–366. [DOI] [PMID: 8460944] |
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| [EC 4.2.3.52 created 2010] |
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