KEGG   PATHWAY: lang00900
Entry
lang00900                   Pathway                                
Name
Terpenoid backbone biosynthesis - Lupinus angustifolius (narrow-leaved blue lupine)
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
lang00900  Terpenoid backbone biosynthesis
lang00900

Module
lang_M00095  C5 isoprenoid biosynthesis, mevalonate pathway [PATH:lang00900]
lang_M00096  C5 isoprenoid biosynthesis, non-mevalonate pathway [PATH:lang00900]
lang_M00366  C10-C20 isoprenoid biosynthesis, plants [PATH:lang00900]
Other DBs
GO: 0009240 0016091
Organism
Lupinus angustifolius (narrow-leaved blue lupine) [GN:lang]
Gene
109353068  probable 1-deoxy-D-xylulose-5-phosphate synthase, chloroplastic [KO:K01662] [EC:2.2.1.7]
109349130  probable 1-deoxy-D-xylulose-5-phosphate synthase 2, chloroplastic [KO:K01662] [EC:2.2.1.7]
109343717  probable 1-deoxy-D-xylulose-5-phosphate synthase, chloroplastic [KO:K01662] [EC:2.2.1.7]
109331383  probable 1-deoxy-D-xylulose-5-phosphate synthase 2, chloroplastic [KO:K01662] [EC:2.2.1.7]
109333070  probable 1-deoxy-D-xylulose-5-phosphate synthase 2, chloroplastic [KO:K01662] [EC:2.2.1.7]
109333071  probable 1-deoxy-D-xylulose-5-phosphate synthase 2, chloroplastic [KO:K01662] [EC:2.2.1.7]
109342672  probable 1-deoxy-D-xylulose-5-phosphate synthase 2, chloroplastic [KO:K01662] [EC:2.2.1.7]
109329980  probable 1-deoxy-D-xylulose-5-phosphate synthase, chloroplastic [KO:K01662] [EC:2.2.1.7]
109362493  1-deoxy-D-xylulose 5-phosphate reductoisomerase, chloroplastic-like [KO:K00099] [EC:1.1.1.267]
109351900  1-deoxy-D-xylulose 5-phosphate reductoisomerase, chloroplastic-like [KO:K00099] [EC:1.1.1.267]
109362650  1-deoxy-D-xylulose 5-phosphate reductoisomerase, chloroplastic-like [KO:K00099] [EC:1.1.1.267]
109357425  1-deoxy-D-xylulose 5-phosphate reductoisomerase, chloroplastic-like [KO:K00099] [EC:1.1.1.267]
109362150  2-C-methyl-D-erythritol 4-phosphate cytidylyltransferase, chloroplastic [KO:K00991] [EC:2.7.7.60]
109328894  4-diphosphocytidyl-2-C-methyl-D-erythritol kinase, chloroplastic-like [KO:K00919] [EC:2.7.1.148]
109346032  4-diphosphocytidyl-2-C-methyl-D-erythritol kinase, chloroplastic-like [KO:K00919] [EC:2.7.1.148]
109331545  2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase, chloroplastic [KO:K01770] [EC:4.6.1.12]
109351646  4-hydroxy-3-methylbut-2-en-1-yl diphosphate synthase (ferredoxin), chloroplastic-like [KO:K03526] [EC:1.17.7.1 1.17.7.3]
109351023  4-hydroxy-3-methylbut-2-en-1-yl diphosphate synthase (ferredoxin), chloroplastic-like [KO:K03526] [EC:1.17.7.1 1.17.7.3]
109358675  4-hydroxy-3-methylbut-2-en-1-yl diphosphate synthase (ferredoxin), chloroplastic-like [KO:K03526] [EC:1.17.7.1 1.17.7.3]
109325339  4-hydroxy-3-methylbut-2-enyl diphosphate reductase, chloroplastic-like [KO:K03527] [EC:1.17.7.4]
109351515  4-hydroxy-3-methylbut-2-enyl diphosphate reductase, chloroplastic-like [KO:K03527] [EC:1.17.7.4]
109357176  acetyl-CoA acetyltransferase, cytosolic 1 [KO:K00626] [EC:2.3.1.9]
109341477  acetyl-CoA acetyltransferase, cytosolic 1-like [KO:K00626] [EC:2.3.1.9]
109331316  hydroxymethylglutaryl-CoA synthase-like [KO:K01641] [EC:2.3.3.10]
109349997  hydroxymethylglutaryl-CoA synthase-like [KO:K01641] [EC:2.3.3.10]
109333207  3-hydroxy-3-methylglutaryl-coenzyme A reductase 3-like [KO:K00021] [EC:1.1.1.34]
109332949  3-hydroxy-3-methylglutaryl-coenzyme A reductase 1-like [KO:K00021] [EC:1.1.1.34]
109360654  3-hydroxy-3-methylglutaryl-coenzyme A reductase 1-like [KO:K00021] [EC:1.1.1.34]
109340936  3-hydroxy-3-methylglutaryl-coenzyme A reductase 1-like [KO:K00021] [EC:1.1.1.34]
109348976  3-hydroxy-3-methylglutaryl-coenzyme A reductase 1-like [KO:K00021] [EC:1.1.1.34]
109331148  3-hydroxy-3-methylglutaryl-coenzyme A reductase 1-like [KO:K00021] [EC:1.1.1.34]
109332581  mevalonate kinase [KO:K00869] [EC:2.7.1.36]
109341747  phosphomevalonate kinase, peroxisomal [KO:K00938] [EC:2.7.4.2]
109346304  diphosphomevalonate decarboxylase MVD2, peroxisomal-like [KO:K01597] [EC:4.1.1.33]
109354374  diphosphomevalonate decarboxylase MVD2, peroxisomal-like [KO:K01597] [EC:4.1.1.33]
109336098  diphosphomevalonate decarboxylase MVD2, peroxisomal-like [KO:K01597] [EC:4.1.1.33]
109359013  uncharacterized LOC109359013 [KO:K06981] [EC:2.7.4.26]
109345372  isopentenyl-diphosphate Delta-isomerase I-like [KO:K01823] [EC:5.3.3.2]
109356273  isopentenyl-diphosphate Delta-isomerase I-like [KO:K01823] [EC:5.3.3.2]
109352661  isopentenyl-diphosphate Delta-isomerase I-like [KO:K01823] [EC:5.3.3.2]
109338681  isopentenyl-diphosphate Delta-isomerase I-like [KO:K01823] [EC:5.3.3.2]
109334991  isopentenyl-diphosphate Delta-isomerase I-like [KO:K01823] [EC:5.3.3.2]
109326898  isopentenyl-diphosphate Delta-isomerase I-like [KO:K01823] [EC:5.3.3.2]
109338440  isopentenyl-diphosphate Delta-isomerase I [KO:K01823] [EC:5.3.3.2]
109329135  farnesyl pyrophosphate synthase 1-like [KO:K00787] [EC:2.5.1.1 2.5.1.10]
109345473  farnesyl pyrophosphate synthase 1 [KO:K00787] [EC:2.5.1.1 2.5.1.10]
109334797  farnesyl pyrophosphate synthase 2 [KO:K00787] [EC:2.5.1.1 2.5.1.10]
109358951  solanesyl diphosphate synthase 3, chloroplastic/mitochondrial-like [KO:K14066] [EC:2.5.1.1]
109331974  solanesyl diphosphate synthase 3, chloroplastic/mitochondrial-like [KO:K14066] [EC:2.5.1.1]
109350135  solanesyl diphosphate synthase 3, chloroplastic/mitochondrial-like [KO:K14066] [EC:2.5.1.1]
109331238  geranylgeranyl pyrophosphate synthase, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
109362832  heterodimeric geranylgeranyl pyrophosphate synthase small subunit, chloroplastic [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
109348677  geranylgeranyl pyrophosphate synthase 7, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
109350091  geranylgeranyl pyrophosphate synthase, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
109333367  geranylgeranyl pyrophosphate synthase, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
109334617  probable solanesyl-diphosphate synthase 3, chloroplastic [KO:K05356] [EC:2.5.1.84 2.5.1.85]
109357382  probable solanesyl-diphosphate synthase 3, chloroplastic [KO:K05356] [EC:2.5.1.84 2.5.1.85]
109332590  dehydrodolichyl diphosphate synthase complex subunit NUS1-like [KO:K11778] [EC:2.5.1.87]
109348561  dehydrodolichyl diphosphate synthase complex subunit NUS1-like [KO:K11778] [EC:2.5.1.87]
109350191  dehydrodolichyl diphosphate synthase 6-like [KO:K11778] [EC:2.5.1.87]
109332123  dehydrodolichyl diphosphate synthase 6-like [KO:K11778] [EC:2.5.1.87]
109340556  dehydrodolichyl diphosphate synthase 6-like [KO:K11778] [EC:2.5.1.87]
109340602  dehydrodolichyl diphosphate synthase 6-like [KO:K11778] [EC:2.5.1.87]
109353463  geranylgeranyl diphosphate reductase, chloroplastic-like [KO:K10960] [EC:1.3.1.83 1.3.1.111]
109362259  geranylgeranyl diphosphate reductase, chloroplastic [KO:K10960] [EC:1.3.1.83 1.3.1.111]
109360295  geranylgeranyl diphosphate reductase, chloroplastic-like [KO:K10960] [EC:1.3.1.83 1.3.1.111]
109344115  geranylgeranyl diphosphate reductase, chloroplastic-like [KO:K10960] [EC:1.3.1.83 1.3.1.111]
109355202  tricyclene synthase EBOS, chloroplastic-like [KO:K12742] [EC:4.2.3.27]
109342939  protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha [KO:K05955] [EC:2.5.1.58 2.5.1.59]
109341002  protein farnesyltransferase subunit beta-like [KO:K05954] [EC:2.5.1.58]
109341015  protein farnesyltransferase subunit beta [KO:K05954] [EC:2.5.1.58]
109338667  CAAX prenyl protease 2 [KO:K08658] [EC:3.4.26.1]
109330958  CAAX prenyl protease 1 homolog [KO:K06013] [EC:3.4.24.84]
109338560  protein-S-isoprenylcysteine O-methyltransferase A [KO:K00587] [EC:2.1.1.100]
109339638  probable protein-S-isoprenylcysteine O-methyltransferase [KO:K00587] [EC:2.1.1.100]
109353349  probable isoprenylcysteine alpha-carbonyl methylesterase ICMEL2 [KO:K15889] [EC:3.1.1.-]
109332767  isoprenylcysteine alpha-carbonyl methylesterase ICME-like [KO:K15889] [EC:3.1.1.-]
109350230  isoprenylcysteine alpha-carbonyl methylesterase ICME [KO:K15889] [EC:3.1.1.-]
109334966  isoprenylcysteine alpha-carbonyl methylesterase ICME-like [KO:K15889] [EC:3.1.1.-]
109334967  isoprenylcysteine alpha-carbonyl methylesterase ICME-like [KO:K15889] [EC:3.1.1.-]
109339143  farnesylcysteine lyase [KO:K05906] [EC:1.8.3.5 1.8.3.6]
109343904  putative dihydroflavonol 4-reductase [KO:K15891] [EC:1.1.1.354]
109340006  putative dihydroflavonol 4-reductase [KO:K15891] [EC:1.1.1.354]
109352111  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
lang00010  Glycolysis / Gluconeogenesis
lang00100  Steroid biosynthesis
lang00130  Ubiquinone and other terpenoid-quinone biosynthesis
lang00270  Cysteine and methionine metabolism
lang00510  N-Glycan biosynthesis
lang00902  Monoterpenoid biosynthesis
lang00904  Diterpenoid biosynthesis
lang00906  Carotenoid biosynthesis
lang00908  Zeatin biosynthesis
lang00909  Sesquiterpenoid and triterpenoid biosynthesis
KO pathway
ko00900   
LinkDB

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