KEGG   PATHWAY: cave00900
Entry
cave00900                   Pathway                                
Name
Terpenoid backbone biosynthesis - Corylus avellana (European hazelnut)
Description
Terpenoids, also known as isoprenoids, are a large class of natural products consisting of isoprene (C5) units. There are two biosynthetic pathways, the mevalonate pathway [MD:M00095] and the non-mevalonate pathway or the MEP/DOXP pathway [MD:M00096], for the terpenoid building blocks: isopentenyl diphosphate (IPP) and dimethylallyl diphosphate (DMAPP). The action of prenyltransferases then generates higher-order building blocks: geranyl diphosphate (GPP), farsenyl diphosphate (FPP), and geranylgeranyl diphosphate (GGPP), which are the precursors of monoterpenoids (C10), sesquiterpenoids (C15), and diterpenoids (C20), respectively. Condensation of these building blocks gives rise to the precursors of sterols (C30) and carotenoids (C40). The MEP/DOXP pathway is absent in higher animals and fungi, but in green plants the MEP/DOXP and mevalonate pathways co-exist in separate cellular compartments. The MEP/DOXP pathway, operating in the plastids, is responsible for the formation of essential oil monoterpenes and linalyl acetate, some sesquiterpenes, diterpenes, and carotenoids and phytol. The mevalonate pathway, operating in the cytosol, gives rise to triterpenes, sterols, and most sesquiterpenes.
Class
Metabolism; Metabolism of terpenoids and polyketides
Pathway map
cave00900  Terpenoid backbone biosynthesis
cave00900

Module
cave_M00095  C5 isoprenoid biosynthesis, mevalonate pathway [PATH:cave00900]
cave_M00096  C5 isoprenoid biosynthesis, non-mevalonate pathway [PATH:cave00900]
cave_M00366  C10-C20 isoprenoid biosynthesis, plants [PATH:cave00900]
Other DBs
GO: 0009240 0016091
Organism
Corylus avellana (European hazelnut) [GN:cave]
Gene
132189737  1-deoxy-D-xylulose-5-phosphate synthase 1, chloroplastic isoform X1 [KO:K01662] [EC:2.2.1.7]
132191130  probable 1-deoxy-D-xylulose-5-phosphate synthase 2, chloroplastic [KO:K01662] [EC:2.2.1.7]
132181602  probable 1-deoxy-D-xylulose-5-phosphate synthase, chloroplastic [KO:K01662] [EC:2.2.1.7]
132171057  probable 1-deoxy-D-xylulose-5-phosphate synthase 2, chloroplastic [KO:K01662] [EC:2.2.1.7]
132186378  probable 1-deoxy-D-xylulose-5-phosphate synthase, chloroplastic isoform X1 [KO:K01662] [EC:2.2.1.7]
132174829  1-deoxy-D-xylulose 5-phosphate reductoisomerase, chloroplastic [KO:K00099] [EC:1.1.1.267]
132177459  2-C-methyl-D-erythritol 4-phosphate cytidylyltransferase, chloroplastic isoform X1 [KO:K00991] [EC:2.7.7.60]
132164535  4-diphosphocytidyl-2-C-methyl-D-erythritol kinase, chloroplastic/chromoplastic [KO:K00919] [EC:2.7.1.148]
132175966  2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase, chloroplastic [KO:K01770] [EC:4.6.1.12]
132163375  4-hydroxy-3-methylbut-2-en-1-yl diphosphate synthase (ferredoxin), chloroplastic [KO:K03526] [EC:1.17.7.1 1.17.7.3]
132167261  4-hydroxy-3-methylbut-2-enyl diphosphate reductase, chloroplastic [KO:K03527] [EC:1.17.7.4]
132180894  acetyl-CoA acetyltransferase 2 [KO:K00626] [EC:2.3.1.9]
132170307  acetyl-CoA acetyltransferase 2 isoform X1 [KO:K00626] [EC:2.3.1.9]
132182608  hydroxymethylglutaryl-CoA synthase-like [KO:K01641] [EC:2.3.3.10]
132175163  hydroxymethylglutaryl-CoA synthase [KO:K01641] [EC:2.3.3.10]
132189614  3-hydroxy-3-methylglutaryl-coenzyme A reductase 1 [KO:K00021] [EC:1.1.1.34]
132166922  3-hydroxy-3-methylglutaryl-coenzyme A reductase 1 [KO:K00021] [EC:1.1.1.34]
132172388  3-hydroxy-3-methylglutaryl coenzyme A reductase 2-B-like [KO:K00021] [EC:1.1.1.34]
132170605  mevalonate kinase [KO:K00869] [EC:2.7.1.36]
132173567  phosphomevalonate kinase, peroxisomal [KO:K00938] [EC:2.7.4.2]
132163851  diphosphomevalonate decarboxylase MVD2, peroxisomal-like isoform X1 [KO:K01597] [EC:4.1.1.33]
132167176  diphosphomevalonate decarboxylase MVD2, peroxisomal-like [KO:K01597] [EC:4.1.1.33]
132192151  diphosphomevalonate decarboxylase MVD2, peroxisomal-like [KO:K01597] [EC:4.1.1.33]
132177343  isopentenyl phosphate kinase [KO:K06981] [EC:2.7.4.26]
132170398  isopentenyl-diphosphate Delta-isomerase I [KO:K01823] [EC:5.3.3.2]
132171178  isopentenyl-diphosphate Delta-isomerase I-like [KO:K01823] [EC:5.3.3.2]
132170242  farnesyl pyrophosphate synthase 1 [KO:K00787] [EC:2.5.1.1 2.5.1.10]
132174738  farnesyl pyrophosphate synthase [KO:K00787] [EC:2.5.1.1 2.5.1.10]
132170611  solanesyl diphosphate synthase 3, chloroplastic/mitochondrial isoform X1 [KO:K14066] [EC:2.5.1.1]
132175662  heterodimeric geranylgeranyl pyrophosphate synthase small subunit, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
132188335  geranylgeranyl pyrophosphate synthase, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
132164388  geranylgeranyl pyrophosphate synthase, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
132184418  heterodimeric geranylgeranyl pyrophosphate synthase small subunit, chloroplastic [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
132174824  solanesyl diphosphate synthase 2, chloroplastic-like isoform X1 [KO:K05356] [EC:2.5.1.84 2.5.1.85]
132164161  dehydrodolichyl diphosphate synthase 2 [KO:K11778] [EC:2.5.1.87]
132165987  dehydrodolichyl diphosphate synthase CPT3-like [KO:K11778] [EC:2.5.1.87]
132167710  uncharacterized protein LOC132167710 [KO:K11778] [EC:2.5.1.87]
132170389  dehydrodolichyl diphosphate synthase CPT3-like [KO:K11778] [EC:2.5.1.87]
132170393  dehydrodolichyl diphosphate synthase CPT3-like [KO:K11778] [EC:2.5.1.87]
132176034  geranylgeranyl diphosphate reductase, chloroplastic [KO:K10960] [EC:1.3.1.83 1.3.1.111]
132164172  geranylgeranyl diphosphate reductase, chloroplastic-like [KO:K10960] [EC:1.3.1.83 1.3.1.111]
132181657  probable terpene synthase 12 [KO:K12742] [EC:4.2.3.27]
132181663  probable terpene synthase 12 [KO:K12742] [EC:4.2.3.27]
132182366  probable terpene synthase 12 [KO:K12742] [EC:4.2.3.27]
132182685  tricyclene synthase TPS4, chloroplastic-like [KO:K12742] [EC:4.2.3.27]
132182717  probable terpene synthase 12 [KO:K12742] [EC:4.2.3.27]
132182729  probable terpene synthase 12 [KO:K12742] [EC:4.2.3.27]
132182934  LOW QUALITY PROTEIN: probable terpene synthase 12 [KO:K12742] [EC:4.2.3.27]
132167017  protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha-like [KO:K05955] [EC:2.5.1.58 2.5.1.59]
132167842  protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha [KO:K05955] [EC:2.5.1.58 2.5.1.59]
132180695  protein farnesyltransferase subunit beta isoform X1 [KO:K05954] [EC:2.5.1.58]
132191973  CAAX prenyl protease 2 isoform X1 [KO:K08658] [EC:3.4.26.1]
132186764  CAAX prenyl protease 1 homolog [KO:K06013] [EC:3.4.24.84]
132179925  protein-S-isoprenylcysteine O-methyltransferase B isoform X1 [KO:K00587] [EC:2.1.1.100]
132179480  isoprenylcysteine alpha-carbonyl methylesterase ICME [KO:K15889] [EC:3.1.1.-]
132183390  isoprenylcysteine alpha-carbonyl methylesterase ICME-like [KO:K15889] [EC:3.1.1.-]
132177602  farnesylcysteine lyase [KO:K05906] [EC:1.8.3.5 1.8.3.6]
132185833  uncharacterized protein LOC132185833 isoform X1 [KO:K15891] [EC:1.1.1.354]
132163768  probable phytol kinase 3, chloroplastic [KO:K15892] [EC:2.7.1.216]
132163770  probable phytol kinase 3, chloroplastic [KO:K15892] [EC:2.7.1.216]
132164031  probable phytol kinase 3, chloroplastic [KO:K15892] [EC:2.7.1.216]
Compound
C00022  Pyruvate
C00024  Acetyl-CoA
C00118  D-Glyceraldehyde 3-phosphate
C00129  Isopentenyl diphosphate
C00235  Dimethylallyl diphosphate
C00332  Acetoacetyl-CoA
C00341  Geranyl diphosphate
C00353  Geranylgeranyl diphosphate
C00356  (S)-3-Hydroxy-3-methylglutaryl-CoA
C00418  (R)-Mevalonate
C00448  trans,trans-Farnesyl diphosphate
C01107  (R)-5-Phosphomevalonate
C01126  (2E,6E)-Farnesol
C01143  (R)-5-Diphosphomevalonate
C01230  all-trans-Hexaprenyl diphosphate
C02321  cis-1,4-Polyisoprene
C03461  2-trans,6-trans-Farnesal
C04145  all-trans-Nonaprenyl diphosphate
C04146  all-trans-Octaprenyl diphosphate
C04216  all-trans-Heptaprenyl diphosphate
C04506  Protein C-terminal S-farnesyl-L-cysteine
C04574  di-trans,poly-cis-Undecaprenyl diphosphate
C04748  Protein C-terminal S-farnesyl-L-cysteine methyl ester
C05427  Phytyl diphosphate
C05859  ditrans,polycis-Polyprenyl diphosphate
C06081  Polyprenol
C11434  2-C-Methyl-D-erythritol 4-phosphate
C11435  4-(Cytidine 5'-diphospho)-2-C-methyl-D-erythritol
C11436  2-Phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol
C11437  1-Deoxy-D-xylulose 5-phosphate
C11453  2-C-Methyl-D-erythritol 2,4-cyclodiphosphate
C11811  1-Hydroxy-2-methyl-2-butenyl 4-diphosphate
C16521  Isoprene
C16826  2-cis,6-trans-Farnesyl diphosphate
C17432  all-trans-Decaprenyl diphosphate
C18321  trans,octacis-Decaprenyl diphosphate
C19691  Farnesylcysteine
C19760  2-cis,6-cis-Farnesyl diphosphate
C19852  tritrans,heptacis-Undecaprenyl diphosphate
C19853  trans,polycis-Polyprenyl diphosphate
C20120  S-Farnesyl protein
C20121  trans,trans-Farnesyl phosphate
C20345  Isopentenyl phosphate
C20847  (R)-Mevalonate 3-phosphate
C20848  (R)-Mevalonate 3,5-bisphosphate
C22453  trans-Anhydromevalonate 5-phosphate
Reference
  Authors
Lange BM, Ghassemian M.
  Title
Genome organization in Arabidopsis thaliana: a survey for genes involved in isoprenoid and chlorophyll metabolism.
  Journal
Plant Mol Biol 51:925-48 (2003)
DOI:10.1023/A:1023005504702
Reference
  Authors
Saiki R, Nagata A, Kainou T, Matsuda H, Kawamukai M
  Title
Characterization of solanesyl and decaprenyl diphosphate synthases in mice and humans.
  Journal
FEBS J 272:5606-22 (2005)
DOI:10.1111/j.1742-4658.2005.04956.x
Reference
PMID:9858571
  Authors
Sato M, Sato K, Nishikawa S, Hirata A, Kato J, Nakano A
  Title
The yeast RER2 gene, identified by endoplasmic reticulum protein localization mutations, encodes cis-prenyltransferase, a key enzyme in dolichol synthesis.
  Journal
Mol Cell Biol 19:471-83 (1999)
DOI:10.1128/MCB.19.1.471
Reference
  Authors
Vannice JC, Skaff DA, Keightley A, Addo JK, Wyckoff GJ, Miziorko HM
  Title
Identification in Haloferax volcanii of phosphomevalonate decarboxylase and isopentenyl phosphate kinase as catalysts of the terminal enzyme reactions in an  archaeal alternate mevalonate pathway.
  Journal
J Bacteriol 196:1055-63 (2014)
DOI:10.1128/JB.01230-13
Related
pathway
cave00010  Glycolysis / Gluconeogenesis
cave00100  Steroid biosynthesis
cave00130  Ubiquinone and other terpenoid-quinone biosynthesis
cave00270  Cysteine and methionine metabolism
cave00510  N-Glycan biosynthesis
cave00902  Monoterpenoid biosynthesis
cave00904  Diterpenoid biosynthesis
cave00906  Carotenoid biosynthesis
cave00908  Zeatin biosynthesis
cave00909  Sesquiterpenoid and triterpenoid biosynthesis
KO pathway
ko00900   
LinkDB

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