KEGG   PATHWAY: osa00900
Entry
osa00900                    Pathway                                
Name
Terpenoid backbone biosynthesis - Oryza sativa japonica (Japanese rice) (RefSeq)
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
osa00900  Terpenoid backbone biosynthesis
osa00900

Module
osa_M00095  C5 isoprenoid biosynthesis, mevalonate pathway [PATH:osa00900]
osa_M00096  C5 isoprenoid biosynthesis, non-mevalonate pathway [PATH:osa00900]
osa_M00366  C10-C20 isoprenoid biosynthesis, plants [PATH:osa00900]
Other DBs
GO: 0009240 0016091
Organism
Oryza sativa japonica (Japanese rice) (RefSeq) [GN:osa]
Gene
4342614  probable 1-deoxy-D-xylulose-5-phosphate synthase 2, chloroplastic [KO:K01662] [EC:2.2.1.7]
4340090  probable 1-deoxy-D-xylulose-5-phosphate synthase, chloroplastic isoform X1 [KO:K01662] [EC:2.2.1.7]
4338768  1-deoxy-D-xylulose-5-phosphate synthase 1, chloroplastic [KO:K01662] [EC:2.2.1.7]
4326153  1-deoxy-D-xylulose 5-phosphate reductoisomerase, chloroplastic [KO:K00099] [EC:1.1.1.267]
9266653  2-C-methyl-D-erythritol 4-phosphate cytidylyltransferase, chloroplastic isoform X1 [KO:K00991] [EC:2.7.7.60]
4327968  4-diphosphocytidyl-2-C-methyl-D-erythritol kinase, chloroplastic [KO:K00919] [EC:2.7.1.148]
4330320  2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase, chloroplastic [KO:K01770] [EC:4.6.1.12]
4329911  4-hydroxy-3-methylbut-2-en-1-yl diphosphate synthase (ferredoxin), chloroplastic [KO:K03526] [EC:1.17.7.1 1.17.7.3]
4334003  4-hydroxy-3-methylbut-2-enyl diphosphate reductase, chloroplastic [KO:K03527] [EC:1.17.7.4]
4334004  4-hydroxy-3-methylbut-2-enyl diphosphate reductase, chloroplastic-like [KO:K03527] [EC:1.17.7.4]
4326136  acetyl-CoA acetyltransferase, cytosolic 1 [KO:K00626] [EC:2.3.1.9]
4346520  acetyl-CoA acetyltransferase, cytosolic 1 [KO:K00626] [EC:2.3.1.9]
4331418  hydroxymethylglutaryl-CoA synthase [KO:K01641] [EC:2.3.3.10]
4347614  hydroxymethylglutaryl-CoA synthase [KO:K01641] [EC:2.3.3.10]
4346215  hydroxymethylglutaryl-CoA synthase [KO:K01641] [EC:2.3.3.10]
4347443  3-hydroxy-3-methylglutaryl-coenzyme A reductase 3-like [KO:K00021] [EC:1.1.1.34]
4346017  3-hydroxy-3-methylglutaryl-coenzyme A reductase 3 [KO:K00021] [EC:1.1.1.34]
9272427  3-hydroxy-3-methylglutaryl-coenzyme A reductase 1 [KO:K00021] [EC:1.1.1.34]
4348331  mevalonate kinase [KO:K00869] [EC:2.7.1.36]
4332275  probable phosphomevalonate kinase isoform X1 [KO:K00938] [EC:2.7.4.2]
4328034  diphosphomevalonate decarboxylase [KO:K01597] [EC:4.1.1.33]
4326891  glutamate 5-kinase [KO:K06981] [EC:2.7.4.26]
4338791  isopentenyl-diphosphate Delta-isomerase I [KO:K01823] [EC:5.3.3.2]
4343523  isopentenyl-diphosphate Delta-isomerase I [KO:K01823] [EC:5.3.3.2]
4337261  farnesyl pyrophosphate synthase 2 [KO:K00787] [EC:2.5.1.1 2.5.1.10]
4337260  farnesyl pyrophosphate synthase 2 [KO:K00787] [EC:2.5.1.1 2.5.1.10]
4339489  farnesyl pyrophosphate synthase [KO:K00787] [EC:2.5.1.1 2.5.1.10]
4324245  farnesyl pyrophosphate synthase [KO:K00787] [EC:2.5.1.1 2.5.1.10]
4323892  farnesyl pyrophosphate synthase isoform X1 [KO:K00787] [EC:2.5.1.1 2.5.1.10]
4341844  solanesyl-diphosphate synthase 1, mitochondrial isoform X1 [KO:K14066] [EC:2.5.1.1]
9272514  solanesyl-diphosphate synthase 1, mitochondrial-like isoform X1 [KO:K14066] [EC:2.5.1.1]
4330260  heterodimeric geranylgeranyl pyrophosphate synthase small subunit, chloroplastic [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
4343721  geranylgeranyl pyrophosphate synthase 7, chloroplastic [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
9272383  geranylgeranyl pyrophosphate synthase 7, chloroplastic [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
4351957  probable solanesyl-diphosphate synthase 3, chloroplastic [KO:K05356] [EC:2.5.1.84 2.5.1.85]
107276142  solanesyl-diphosphate synthase 2, chloroplastic [KO:K05356] [EC:2.5.1.84 2.5.1.85]
4324755  isoprenyl transferase [KO:K11778] [EC:2.5.1.87]
4340251  dehydrodolichyl diphosphate synthase 6 isoform X1 [KO:K11778] [EC:2.5.1.87]
4331944  dehydrodolichyl diphosphate syntase complex subunit NUS1 isoform X1 [KO:K11778] [EC:2.5.1.87]
4343863  dehydrodolichyl diphosphate synthase 6 isoform X1 [KO:K11778] [EC:2.5.1.87]
4328624  dehydrodolichyl diphosphate syntase complex subunit NUS1 isoform X1 [KO:K11778] [EC:2.5.1.87]
4330711  geranylgeranyl diphosphate reductase, chloroplastic [KO:K10960] [EC:1.3.1.83 1.3.1.111]
4326207  geranylgeranyl diphosphate reductase [KO:K10960] [EC:1.3.1.83 1.3.1.111]
4347566  protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha [KO:K05955] [EC:2.5.1.58 2.5.1.59]
4327880  protein farnesyltransferase subunit beta isoform X1 [KO:K05954] [EC:2.5.1.58]
9268853  CAAX prenyl protease 2 [KO:K08658] [EC:3.4.22.-]
4330318  CAAX prenyl protease 1 homolog [KO:K06013] [EC:3.4.24.84]
4336894  probable protein-S-isoprenylcysteine O-methyltransferase [KO:K00587] [EC:2.1.1.100]
4339700  probable isoprenylcysteine alpha-carbonyl methylesterase ICME isoform X1 [KO:K15889] [EC:3.1.1.-]
4326560  probable isoprenylcysteine alpha-carbonyl methylesterase ICMEL2 isoform X1 [KO:K15889] [EC:3.1.1.-]
4342018  probable isoprenylcysteine alpha-carbonyl methylesterase ICMEL1 isoform X1 [KO:K15889] [EC:3.1.1.-]
9269735  putative dihydroflavonol-4-reductase [KO:K15891] [EC:1.1.1.354]
9272175  putative dihydroflavonol-4-reductase [KO:K15891] [EC:1.1.1.354]
4327435  probable phytol kinase 2, chloroplastic [KO:K15892] [EC:2.7.1.216]
4349551  probable phytol kinase 2, chloroplastic [KO:K15892] [EC:2.7.1.216]
4351259  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 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
osa00010  Glycolysis / Gluconeogenesis
osa00100  Steroid biosynthesis
osa00130  Ubiquinone and other terpenoid-quinone biosynthesis
osa00270  Cysteine and methionine metabolism
osa00510  N-Glycan biosynthesis
osa00902  Monoterpenoid biosynthesis
osa00904  Diterpenoid biosynthesis
osa00906  Carotenoid biosynthesis
osa00908  Zeatin biosynthesis
osa00909  Sesquiterpenoid and triterpenoid biosynthesis
KO pathway
ko00900   
LinkDB

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