KEGG   PATHWAY: psom00900
Entry
psom00900                   Pathway                                
Name
Terpenoid backbone biosynthesis - Papaver somniferum (opium poppy)
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
psom00900  Terpenoid backbone biosynthesis
psom00900

Module
psom_M00095  C5 isoprenoid biosynthesis, mevalonate pathway [PATH:psom00900]
psom_M00096  C5 isoprenoid biosynthesis, non-mevalonate pathway [PATH:psom00900]
psom_M00366  C10-C20 isoprenoid biosynthesis, plants [PATH:psom00900]
Other DBs
GO: 0009240 0016091
Organism
Papaver somniferum (opium poppy) [GN:psom]
Gene
113289417  probable 1-deoxy-D-xylulose-5-phosphate synthase 2, chloroplastic [KO:K01662] [EC:2.2.1.7]
113341010  probable 1-deoxy-D-xylulose-5-phosphate synthase, chloroplastic [KO:K01662] [EC:2.2.1.7]
113317928  probable 1-deoxy-D-xylulose-5-phosphate synthase, chloroplastic [KO:K01662] [EC:2.2.1.7]
113297152  probable 1-deoxy-D-xylulose-5-phosphate synthase 2, chloroplastic [KO:K01662] [EC:2.2.1.7]
113350185  probable 1-deoxy-D-xylulose-5-phosphate synthase, chloroplastic [KO:K01662] [EC:2.2.1.7]
113355671  probable 1-deoxy-D-xylulose-5-phosphate synthase, chloroplastic [KO:K01662] [EC:2.2.1.7]
113340997  1-deoxy-D-xylulose 5-phosphate reductoisomerase, chloroplastic-like [KO:K00099] [EC:1.1.1.267]
113355796  1-deoxy-D-xylulose 5-phosphate reductoisomerase, chloroplastic-like [KO:K00099] [EC:1.1.1.267]
113347268  2-C-methyl-D-erythritol 4-phosphate cytidylyltransferase, chloroplastic-like [KO:K00991] [EC:2.7.7.60]
113322684  4-diphosphocytidyl-2-C-methyl-D-erythritol kinase, chloroplastic/chromoplastic-like [KO:K00919] [EC:2.7.1.148]
113307890  4-diphosphocytidyl-2-C-methyl-D-erythritol kinase, chloroplastic/chromoplastic-like [KO:K00919] [EC:2.7.1.148]
113304116  2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase, chloroplastic-like [KO:K01770] [EC:4.6.1.12]
113274654  2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase, chloroplastic-like [KO:K01770] [EC:4.6.1.12]
113304194  2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase, chloroplastic-like [KO:K01770] [EC:4.6.1.12]
113309593  4-hydroxy-3-methylbut-2-en-1-yl diphosphate synthase (ferredoxin), chloroplastic-like [KO:K03526] [EC:1.17.7.1 1.17.7.3]
113321708  4-hydroxy-3-methylbut-2-en-1-yl diphosphate synthase (ferredoxin), chloroplastic-like [KO:K03526] [EC:1.17.7.1 1.17.7.3]
113330580  4-hydroxy-3-methylbut-2-enyl diphosphate reductase, chloroplastic-like [KO:K03527] [EC:1.17.7.4]
113357100  4-hydroxy-3-methylbut-2-enyl diphosphate reductase, chloroplastic-like [KO:K03527] [EC:1.17.7.4]
113288169  acetyl-CoA acetyltransferase, cytosolic 1 [KO:K00626] [EC:2.3.1.9]
113297800  acetyl-CoA acetyltransferase, cytosolic 1-like isoform X1 [KO:K00626] [EC:2.3.1.9]
113302006  acetyl-CoA acetyltransferase, cytosolic 1-like [KO:K00626] [EC:2.3.1.9]
113301412  acetyl-CoA acetyltransferase, cytosolic 1-like isoform X1 [KO:K00626] [EC:2.3.1.9]
113304324  hydroxymethylglutaryl-CoA synthase-like [KO:K01641] [EC:2.3.3.10]
113274827  hydroxymethylglutaryl-CoA synthase-like [KO:K01641] [EC:2.3.3.10]
113289689  3-hydroxy-3-methylglutaryl-coenzyme A reductase 1-like [KO:K00021] [EC:1.1.1.34]
113326281  3-hydroxy-3-methylglutaryl-coenzyme A reductase 2-like [KO:K00021] [EC:1.1.1.34]
113296423  3-hydroxy-3-methylglutaryl-coenzyme A reductase-like [KO:K00021] [EC:1.1.1.34]
113299434  3-hydroxy-3-methylglutaryl-coenzyme A reductase 1-like [KO:K00021] [EC:1.1.1.34]
113283586  3-hydroxy-3-methylglutaryl-coenzyme A reductase 1-like [KO:K00021] [EC:1.1.1.34]
113305346  3-hydroxy-3-methylglutaryl-coenzyme A reductase-like [KO:K00021] [EC:1.1.1.34]
113325202  3-hydroxy-3-methylglutaryl-coenzyme A reductase-like [KO:K00021] [EC:1.1.1.34]
113343154  3-hydroxy-3-methylglutaryl-coenzyme A reductase 2-like [KO:K00021] [EC:1.1.1.34]
113279850  3-hydroxy-3-methylglutaryl-coenzyme A reductase 2-like [KO:K00021] [EC:1.1.1.34]
113356776  3-hydroxy-3-methylglutaryl-coenzyme A reductase 1-like [KO:K00021] [EC:1.1.1.34]
113299757  mevalonate kinase-like [KO:K00869] [EC:2.7.1.36]
113303572  mevalonate kinase-like [KO:K00869] [EC:2.7.1.36]
113283244  phosphomevalonate kinase, peroxisomal-like [KO:K00938] [EC:2.7.4.2]
113356298  phosphomevalonate kinase, peroxisomal-like [KO:K00938] [EC:2.7.4.2]
113311043  diphosphomevalonate decarboxylase MVD2, peroxisomal-like [KO:K01597] [EC:4.1.1.33]
113323021  diphosphomevalonate decarboxylase MVD2, peroxisomal-like [KO:K01597] [EC:4.1.1.33]
113300252  isopentenyl phosphate kinase-like [KO:K06981] [EC:2.7.4.26]
113299878  isopentenyl phosphate kinase-like [KO:K06981] [EC:2.7.4.26]
113315229  isopentenyl-diphosphate Delta-isomerase I-like [KO:K01823] [EC:5.3.3.2]
113334747  isopentenyl-diphosphate Delta-isomerase I [KO:K01823] [EC:5.3.3.2]
113283948  isopentenyl-diphosphate Delta-isomerase I-like [KO:K01823] [EC:5.3.3.2]
113358214  isopentenyl-diphosphate Delta-isomerase I-like isoform X1 [KO:K01823] [EC:5.3.3.2]
113288209  farnesyl pyrophosphate synthase 1 [KO:K00787] [EC:2.5.1.1 2.5.1.10]
113301776  farnesyl pyrophosphate synthase 1-like [KO:K00787] [EC:2.5.1.1 2.5.1.10]
113348441  farnesyl pyrophosphate synthase 1-like [KO:K00787] [EC:2.5.1.1 2.5.1.10]
113348916  farnesyl pyrophosphate synthase 1-like [KO:K00787] [EC:2.5.1.1 2.5.1.10]
113307706  uncharacterized protein LOC113307706 [KO:K14066] [EC:2.5.1.1]
113279557  solanesyl diphosphate synthase 3, chloroplastic/mitochondrial-like [KO:K14066] [EC:2.5.1.1]
113289802  solanesyl diphosphate synthase 3, chloroplastic/mitochondrial-like isoform X1 [KO:K14066] [EC:2.5.1.1]
113290110  solanesyl diphosphate synthase 3, chloroplastic/mitochondrial-like [KO:K14066] [EC:2.5.1.1]
113298890  solanesyl-diphosphate synthase 1, mitochondrial-like [KO:K14066] [EC:2.5.1.1]
113326317  solanesyl diphosphate synthase 3, chloroplastic/mitochondrial-like [KO:K14066] [EC:2.5.1.1]
113299887  solanesyl diphosphate synthase 3, chloroplastic/mitochondrial-like isoform X1 [KO:K14066] [EC:2.5.1.1]
113307663  solanesyl diphosphate synthase 1-like [KO:K14066] [EC:2.5.1.1]
113278689  squalene synthase 1-like [KO:K14066] [EC:2.5.1.1]
113300602  solanesyl-diphosphate synthase 1, mitochondrial-like isoform X1 [KO:K14066] [EC:2.5.1.1]
113286673  solanesyl-diphosphate synthase 1, mitochondrial-like [KO:K14066] [EC:2.5.1.1]
113293504  solanesyl-diphosphate synthase 1, mitochondrial-like [KO:K14066] [EC:2.5.1.1]
113296315  geranylgeranyl pyrophosphate synthase, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
113289300  geranylgeranyl pyrophosphate synthase, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
113277596  geranylgeranyl pyrophosphate synthase 7, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
113272546  geranylgeranyl pyrophosphate synthase, chloroplastic/chromoplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
113346765  heterodimeric geranylgeranyl pyrophosphate synthase small subunit, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
113356962  heterodimeric geranylgeranyl pyrophosphate synthase small subunit, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
113295653  probable solanesyl-diphosphate synthase 3, chloroplastic isoform X1 [KO:K05356] [EC:2.5.1.84 2.5.1.85]
113287425  probable solanesyl-diphosphate synthase 3, chloroplastic isoform X1 [KO:K05356] [EC:2.5.1.84 2.5.1.85]
113332682  dehydrodolichyl diphosphate synthase 6-like [KO:K11778] [EC:2.5.1.87]
113293068  dehydrodolichyl diphosphate synthase 2-like [KO:K11778] [EC:2.5.1.87]
113326575  dehydrodolichyl diphosphate synthase 2-like [KO:K11778] [EC:2.5.1.87]
113333127  dehydrodolichyl diphosphate synthase 6-like isoform X1 [KO:K11778] [EC:2.5.1.87]
113333128  dehydrodolichyl diphosphate synthase 6-like [KO:K11778] [EC:2.5.1.87]
113307796  uncharacterized protein LOC113307796 [KO:K11778] [EC:2.5.1.87]
113310807  dehydrodolichyl diphosphate synthase 2-like [KO:K11778] [EC:2.5.1.87]
113339607  dehydrodolichyl diphosphate synthase 2-like [KO:K11778] [EC:2.5.1.87]
113338323  dehydrodolichyl diphosphate synthase 2-like [KO:K11778] [EC:2.5.1.87]
113338324  dehydrodolichyl diphosphate synthase 2-like [KO:K11778] [EC:2.5.1.87]
113338334  dehydrodolichyl diphosphate synthase 2-like [KO:K11778] [EC:2.5.1.87]
113301435  dehydrodolichyl diphosphate synthase 2-like [KO:K11778] [EC:2.5.1.87]
113308349  dehydrodolichyl diphosphate synthase 2-like [KO:K11778] [EC:2.5.1.87]
113342724  dehydrodolichyl diphosphate synthase 2-like [KO:K11778] [EC:2.5.1.87]
113338443  dehydrodolichyl diphosphate synthase 2-like [KO:K11778] [EC:2.5.1.87]
113346812  dehydrodolichyl diphosphate synthase 6-like [KO:K11778] [EC:2.5.1.87]
113346813  dehydrodolichyl diphosphate synthase 6-like [KO:K11778] [EC:2.5.1.87]
113292889  dehydrodolichyl diphosphate synthase 2-like [KO:K11778] [EC:2.5.1.87]
113351232  dehydrodolichyl diphosphate synthase 2-like [KO:K11778] [EC:2.5.1.87]
113354160  dehydrodolichyl diphosphate synthase 2-like [KO:K11778] [EC:2.5.1.87]
113350436  uncharacterized protein LOC113350436 isoform X1 [KO:K11778] [EC:2.5.1.87]
113354496  dehydrodolichyl diphosphate synthase 2-like [KO:K11778] [EC:2.5.1.87]
113353422  dehydrodolichyl diphosphate synthase 2-like [KO:K11778] [EC:2.5.1.87]
113353509  uncharacterized protein LOC113353509 [KO:K11778] [EC:2.5.1.87]
113347692  uncharacterized protein LOC113347692 isoform X1 [KO:K11778] [EC:2.5.1.87]
113317764  geranylgeranyl diphosphate reductase, chloroplastic-like [KO:K10960] [EC:1.3.1.83 1.3.1.111]
113333991  geranylgeranyl diphosphate reductase, chloroplastic-like [KO:K10960] [EC:1.3.1.83 1.3.1.111]
113303555  geranylgeranyl diphosphate reductase, chloroplastic-like [KO:K10960] [EC:1.3.1.83 1.3.1.111]
113280589  geranylgeranyl diphosphate reductase, chloroplastic-like [KO:K10960] [EC:1.3.1.83 1.3.1.111]
113320214  exo-alpha-bergamotene synthase-like isoform X1 [KO:K12742] [EC:4.2.3.27]
113344198  (-)-alpha-terpineol synthase-like [KO:K12742] [EC:4.2.3.27]
113344201  exo-alpha-bergamotene synthase-like [KO:K12742] [EC:4.2.3.27]
113323354  (-)-alpha-terpineol synthase-like [KO:K12742] [EC:4.2.3.27]
113325331  (-)-alpha-terpineol synthase-like [KO:K12742] [EC:4.2.3.27]
113358522  (-)-alpha-terpineol synthase-like [KO:K12742] [EC:4.2.3.27]
113316854  protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha-like [KO:K05955] [EC:2.5.1.58 2.5.1.59]
113329471  protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha-like [KO:K05955] [EC:2.5.1.58 2.5.1.59]
113282400  protein farnesyltransferase subunit beta-like isoform X1 [KO:K05954] [EC:2.5.1.58]
113276436  protein farnesyltransferase subunit beta-like isoform X1 [KO:K05954] [EC:2.5.1.58]
113323180  CAAX prenyl protease 2-like [KO:K08658] [EC:3.4.26.1]
113309743  CAAX prenyl protease 2-like [KO:K08658] [EC:3.4.26.1]
113304217  CAAX prenyl protease 1 homolog [KO:K06013] [EC:3.4.24.84]
113274619  CAAX prenyl protease 1 homolog [KO:K06013] [EC:3.4.24.84]
113302709  protein-S-isoprenylcysteine O-methyltransferase A-like [KO:K00587] [EC:2.1.1.100]
113356093  protein-S-isoprenylcysteine O-methyltransferase A-like isoform X1 [KO:K00587] [EC:2.1.1.100]
113275661  isoprenylcysteine alpha-carbonyl methylesterase ICME-like [KO:K15889] [EC:3.1.1.-]
113281947  isoprenylcysteine alpha-carbonyl methylesterase ICME-like isoform X1 [KO:K15889] [EC:3.1.1.-]
113303009  isoprenylcysteine alpha-carbonyl methylesterase ICME-like isoform X1 [KO:K15889] [EC:3.1.1.-]
113298461  isoprenylcysteine alpha-carbonyl methylesterase ICME-like isoform X1 [KO:K15889] [EC:3.1.1.-]
113356270  farnesylcysteine lyase-like [KO:K05906] [EC:1.8.3.5 1.8.3.6]
113346636  uncharacterized protein LOC113346636 [KO:K15891] [EC:1.1.1.354]
113356818  uncharacterized protein LOC113356818 [KO:K15891] [EC:1.1.1.354]
113284213  probable phytol kinase 2, chloroplastic [KO:K15892] [EC:2.7.1.216]
113355432  probable phytol kinase 2, 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
PMID:12777052
  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
PMID:16262699
  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
PMID:24375100
  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
psom00010  Glycolysis / Gluconeogenesis
psom00100  Steroid biosynthesis
psom00130  Ubiquinone and other terpenoid-quinone biosynthesis
psom00270  Cysteine and methionine metabolism
psom00510  N-Glycan biosynthesis
psom00902  Monoterpenoid biosynthesis
psom00904  Diterpenoid biosynthesis
psom00906  Carotenoid biosynthesis
psom00908  Zeatin biosynthesis
psom00909  Sesquiterpenoid and triterpenoid biosynthesis
KO pathway
ko00900   
LinkDB

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