KEGG   PATHWAY: lrd00900
Entry
lrd00900                    Pathway                                
Name
Terpenoid backbone biosynthesis - Lolium rigidum (rigid ryegrass)
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
lrd00900  Terpenoid backbone biosynthesis
lrd00900

Module
lrd_M00095  C5 isoprenoid biosynthesis, mevalonate pathway [PATH:lrd00900]
lrd_M00096  C5 isoprenoid biosynthesis, non-mevalonate pathway [PATH:lrd00900]
lrd_M00366  C10-C20 isoprenoid biosynthesis, plants [PATH:lrd00900]
Other DBs
GO: 0009240 0016091
Organism
Lolium rigidum (rigid ryegrass) [GN:lrd]
Gene
124679207  probable 1-deoxy-D-xylulose-5-phosphate synthase 2, chloroplastic [KO:K01662] [EC:2.2.1.7]
124706537  1-deoxy-D-xylulose-5-phosphate synthase 1, chloroplastic isoform X1 [KO:K01662] [EC:2.2.1.7]
124707840  1-deoxy-D-xylulose-5-phosphate synthase 1, chloroplastic-like [KO:K01662] [EC:2.2.1.7]
124659059  1-deoxy-D-xylulose 5-phosphate reductoisomerase, chloroplastic-like [KO:K00099] [EC:1.1.1.267]
124659071  1-deoxy-D-xylulose 5-phosphate reductoisomerase, chloroplastic [KO:K00099] [EC:1.1.1.267]
124659364  1-deoxy-D-xylulose 5-phosphate reductoisomerase, chloroplastic-like [KO:K00099] [EC:1.1.1.267]
124665949  2-C-methyl-D-erythritol 4-phosphate cytidylyltransferase, chloroplastic [KO:K00991] [EC:2.7.7.60]
124666473  4-diphosphocytidyl-2-C-methyl-D-erythritol kinase, chloroplastic-like [KO:K00919] [EC:2.7.1.148]
124660937  4-diphosphocytidyl-2-C-methyl-D-erythritol kinase, chloroplastic-like [KO:K00919] [EC:2.7.1.148]
124687376  2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase, chloroplastic-like [KO:K01770] [EC:4.6.1.12]
124688055  2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase, chloroplastic [KO:K01770] [EC:4.6.1.12]
124692685  4-hydroxy-3-methylbut-2-en-1-yl diphosphate synthase (ferredoxin), chloroplastic [KO:K03526] [EC:1.17.7.1 1.17.7.3]
124704193  4-hydroxy-3-methylbut-2-enyl diphosphate reductase, chloroplastic [KO:K03527] [EC:1.17.7.4]
124704198  4-hydroxy-3-methylbut-2-enyl diphosphate reductase, chloroplastic-like [KO:K03527] [EC:1.17.7.4]
124652828  acetyl-CoA acetyltransferase, cytosolic 1-like [KO:K00626] [EC:2.3.1.9]
124674268  acetyl-CoA acetyltransferase, cytosolic 1-like [KO:K00626] [EC:2.3.1.9]
124661093  acetyl-CoA acetyltransferase, cytosolic 1-like [KO:K00626] [EC:2.3.1.9]
124661114  acetyl-CoA acetyltransferase, cytosolic 1-like [KO:K00626] [EC:2.3.1.9]
124674765  acetyl-CoA acetyltransferase, cytosolic 1-like [KO:K00626] [EC:2.3.1.9]
124697794  hydroxymethylglutaryl-CoA synthase-like [KO:K01641] [EC:2.3.3.10]
124701103  hydroxymethylglutaryl-CoA synthase-like [KO:K01641] [EC:2.3.3.10]
124701252  hydroxymethylglutaryl-CoA synthase-like [KO:K01641] [EC:2.3.3.10]
124685295  hydroxymethylglutaryl-CoA synthase-like [KO:K01641] [EC:2.3.3.10]
124681478  3-hydroxy-3-methylglutaryl-coenzyme A reductase 3 [KO:K00021] [EC:1.1.1.34]
124654551  3-hydroxy-3-methylglutaryl-coenzyme A reductase 3-like [KO:K00021] [EC:1.1.1.34]
124688160  3-hydroxy-3-methylglutaryl-coenzyme A reductase 1-like [KO:K00021] [EC:1.1.1.34]
124649117  3-hydroxy-3-methylglutaryl-coenzyme A reductase 3-like [KO:K00021] [EC:1.1.1.34]
124663608  mevalonate kinase [KO:K00869] [EC:2.7.1.36]
124701970  phosphomevalonate kinase, peroxisomal-like [KO:K00938] [EC:2.7.4.2]
124655995  phosphomevalonate kinase, peroxisomal-like [KO:K00938] [EC:2.7.4.2]
124661547  diphosphomevalonate decarboxylase MVD1, peroxisomal-like [KO:K01597] [EC:4.1.1.33]
124667919  isopentenyl phosphate kinase-like [KO:K06981] [EC:2.7.4.26]
124660852  isopentenyl phosphate kinase-like [KO:K06981] [EC:2.7.4.26]
124690211  isopentenyl phosphate kinase-like [KO:K06981] [EC:2.7.4.26]
124663156  isopentenyl phosphate kinase-like [KO:K06981] [EC:2.7.4.26]
124679373  isopentenyl-diphosphate Delta-isomerase I-like [KO:K01823] [EC:5.3.3.2]
124670018  isopentenyl-diphosphate Delta-isomerase II, chloroplastic-like [KO:K01823] [EC:5.3.3.2]
124705380  isopentenyl-diphosphate Delta-isomerase I-like [KO:K01823] [EC:5.3.3.2]
124706510  isopentenyl-diphosphate Delta-isomerase I-like [KO:K01823] [EC:5.3.3.2]
124665164  farnesyl pyrophosphate synthase-like [KO:K00787] [EC:2.5.1.1 2.5.1.10]
124666269  farnesyl pyrophosphate synthase-like isoform X1 [KO:K00787] [EC:2.5.1.1 2.5.1.10]
124670806  farnesyl pyrophosphate synthase-like [KO:K00787] [EC:2.5.1.1 2.5.1.10]
124707206  farnesyl pyrophosphate synthase [KO:K00787] [EC:2.5.1.1 2.5.1.10]
124675344  farnesyl pyrophosphate synthase-like [KO:K00787] [EC:2.5.1.1 2.5.1.10]
124692555  solanesyl-diphosphate synthase 1, mitochondrial-like [KO:K14066] [EC:2.5.1.1]
124681993  solanesyl-diphosphate synthase 1, mitochondrial-like isoform X1 [KO:K14066] [EC:2.5.1.1]
124654759  solanesyl-diphosphate synthase 1, mitochondrial-like [KO:K14066] [EC:2.5.1.1]
124655430  solanesyl-diphosphate synthase 1, mitochondrial [KO:K14066] [EC:2.5.1.1]
124664534  solanesyl-diphosphate synthase 1, mitochondrial-like [KO:K14066] [EC:2.5.1.1]
124676890  geranylgeranyl pyrophosphate synthase, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
124649570  heterodimeric geranylgeranyl pyrophosphate synthase large subunit 1, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
124698668  geranylgeranyl pyrophosphate synthase 7, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
124668033  geranylgeranyl pyrophosphate synthase 7, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
124656235  geranylgeranyl pyrophosphate synthase 7, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
124673819  geranylgeranyl pyrophosphate synthase, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
124687414  heterodimeric geranylgeranyl pyrophosphate synthase small subunit, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
124688044  heterodimeric geranylgeranyl pyrophosphate synthase small subunit, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
124707791  geranylgeranyl pyrophosphate synthase 7, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
124663005  geranylgeranyl pyrophosphate synthase, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
124649315  geranylgeranyl pyrophosphate synthase 7, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
124706977  solanesyl-diphosphate synthase 2, chloroplastic-like [KO:K05356] [EC:2.5.1.84 2.5.1.85]
124707012  solanesyl-diphosphate synthase 2, chloroplastic [KO:K05356] [EC:2.5.1.84 2.5.1.85]
124648205  solanesyl-diphosphate synthase 2, chloroplastic [KO:K05356] [EC:2.5.1.84 2.5.1.85]
124667474  isoprenyl transferase-like [KO:K11778] [EC:2.5.1.87]
124701630  dehydrodolichyl diphosphate synthase complex subunit NUS1-like isoform X1 [KO:K11778] [EC:2.5.1.87]
124670021  dehydrodolichyl diphosphate synthase CPT3-like [KO:K11778] [EC:2.5.1.87]
124685103  dehydrodolichyl diphosphate synthase CPT3-like [KO:K11778] [EC:2.5.1.87]
124685944  dehydrodolichyl diphosphate synthase complex subunit NUS1-like [KO:K11778] [EC:2.5.1.87]
124658172  dehydrodolichyl diphosphate synthase CPT3-like [KO:K11778] [EC:2.5.1.87]
124686764  dehydrodolichyl diphosphate synthase complex subunit NUS1-like [KO:K11778] [EC:2.5.1.87]
124660315  isoprenyl transferase-like [KO:K11778] [EC:2.5.1.87]
124694918  dehydrodolichyl diphosphate synthase complex subunit NUS1-like [KO:K11778] [EC:2.5.1.87]
124693120  geranylgeranyl diphosphate reductase, chloroplastic [KO:K10960] [EC:1.3.1.83 1.3.1.111]
124693176  geranylgeranyl diphosphate reductase, chloroplastic [KO:K10960] [EC:1.3.1.83 1.3.1.111]
124659248  geranylgeranyl diphosphate reductase, chloroplastic-like [KO:K10960] [EC:1.3.1.83 1.3.1.111]
124659493  geranylgeranyl diphosphate reductase, chloroplastic-like [KO:K10960] [EC:1.3.1.83 1.3.1.111]
124654467  protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha [KO:K05955] [EC:2.5.1.58 2.5.1.59]
124666106  protein farnesyltransferase subunit beta [KO:K05954] [EC:2.5.1.58]
124706752  CAAX prenyl protease 2-like [KO:K08658] [EC:3.4.26.1]
124707724  CAAX prenyl protease 2-like [KO:K08658] [EC:3.4.26.1]
124692895  CAAX prenyl protease 1 homolog [KO:K06013] [EC:3.4.24.84]
124687378  CAAX prenyl protease 1 homolog [KO:K06013] [EC:3.4.24.84]
124675602  probable protein-S-isoprenylcysteine O-methyltransferase [KO:K00587] [EC:2.1.1.100]
124676517  probable protein-S-isoprenylcysteine O-methyltransferase [KO:K00587] [EC:2.1.1.100]
124666593  probable isoprenylcysteine alpha-carbonyl methylesterase ICMEL2 [KO:K15889] [EC:3.1.1.-]
124666595  probable isoprenylcysteine alpha-carbonyl methylesterase ICMEL2 [KO:K15889] [EC:3.1.1.-]
124684149  probable isoprenylcysteine alpha-carbonyl methylesterase ICMEL1 [KO:K15889] [EC:3.1.1.-]
124661000  probable isoprenylcysteine alpha-carbonyl methylesterase ICMEL2 [KO:K15889] [EC:3.1.1.-]
124648232  probable isoprenylcysteine alpha-carbonyl methylesterase ICME [KO:K15889] [EC:3.1.1.-]
124651909  farnesylcysteine lyase-like [KO:K05906] [EC:1.8.3.5 1.8.3.6]
124653369  farnesylcysteine lyase-like [KO:K05906] [EC:1.8.3.5 1.8.3.6]
124702953  farnesylcysteine lyase-like [KO:K05906] [EC:1.8.3.5 1.8.3.6]
124657408  farnesylcysteine lyase-like [KO:K05906] [EC:1.8.3.5 1.8.3.6]
124696291  putative dihydroflavonol 4-reductase [KO:K15891] [EC:1.1.1.354]
124696327  putative dihydroflavonol 4-reductase [KO:K15891] [EC:1.1.1.354]
124665063  probable phytol kinase 2, chloroplastic [KO:K15892] [EC:2.7.1.216]
124651481  probable phytol kinase 2, chloroplastic [KO:K15892] [EC:2.7.1.216]
124652894  probable phytol kinase 2, chloroplastic [KO:K15892] [EC:2.7.1.216]
124661576  probable phytol kinase 2, chloroplastic [KO:K15892] [EC:2.7.1.216]
124679046  acyclic sesquiterpene synthase-like isoform X1 [KO:K15793] [EC:4.2.3.49 4.2.3.47 3.1.7.6]
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
lrd00010  Glycolysis / Gluconeogenesis
lrd00100  Steroid biosynthesis
lrd00130  Ubiquinone and other terpenoid-quinone biosynthesis
lrd00270  Cysteine and methionine metabolism
lrd00510  N-Glycan biosynthesis
lrd00902  Monoterpenoid biosynthesis
lrd00904  Diterpenoid biosynthesis
lrd00906  Carotenoid biosynthesis
lrd00908  Zeatin biosynthesis
lrd00909  Sesquiterpenoid and triterpenoid biosynthesis
KO pathway
ko00900   
LinkDB

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