KEGG   PATHWAY: lper00900
Entry
lper00900                   Pathway                                
Name
Terpenoid backbone biosynthesis - Lolium perenne (perennial 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
lper00900  Terpenoid backbone biosynthesis
lper00900

Module
lper_M00095  C5 isoprenoid biosynthesis, mevalonate pathway [PATH:lper00900]
lper_M00096  C5 isoprenoid biosynthesis, non-mevalonate pathway [PATH:lper00900]
lper_M00366  C10-C20 isoprenoid biosynthesis, plants [PATH:lper00900]
Other DBs
GO: 0009240 0016091
Organism
Lolium perenne (perennial ryegrass) [GN:lper]
Gene
127314340  1-deoxy-D-xylulose-5-phosphate synthase 1, chloroplastic [KO:K01662] [EC:2.2.1.7]
127322076  probable 1-deoxy-D-xylulose-5-phosphate synthase 2, chloroplastic [KO:K01662] [EC:2.2.1.7]
127341400  1-deoxy-D-xylulose 5-phosphate reductoisomerase, chloroplastic [KO:K00099] [EC:1.1.1.267]
127345139  2-C-methyl-D-erythritol 4-phosphate cytidylyltransferase, chloroplastic [KO:K00991] [EC:2.7.7.60]
127344149  4-diphosphocytidyl-2-C-methyl-D-erythritol kinase, chloroplastic [KO:K00919] [EC:2.7.1.148]
127306669  2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase, chloroplastic [KO:K01770] [EC:4.6.1.12]
127307247  4-hydroxy-3-methylbut-2-en-1-yl diphosphate synthase (ferredoxin), chloroplastic [KO:K03526] [EC:1.17.7.1 1.17.7.3]
127293008  4-hydroxy-3-methylbut-2-enyl diphosphate reductase, chloroplastic [KO:K03527] [EC:1.17.7.4]
127340724  acetyl-CoA acetyltransferase, cytosolic 1-like isoform X1 [KO:K00626] [EC:2.3.1.9]
127300405  acetyl-CoA acetyltransferase, cytosolic 1-like [KO:K00626] [EC:2.3.1.9]
127330993  acetyl-CoA acetyltransferase, cytosolic 1-like [KO:K00626] [EC:2.3.1.9]
127316456  hydroxymethylglutaryl-CoA synthase-like [KO:K01641] [EC:2.3.3.10]
127297350  hydroxymethylglutaryl-CoA synthase-like [KO:K01641] [EC:2.3.3.10]
127316790  3-hydroxy-3-methylglutaryl-coenzyme A reductase 3-like [KO:K00021] [EC:1.1.1.34]
127302135  3-hydroxy-3-methylglutaryl-coenzyme A reductase 3-like [KO:K00021] [EC:1.1.1.34]
127306435  3-hydroxy-3-methylglutaryl-coenzyme A reductase 1-like isoform X1 [KO:K00021] [EC:1.1.1.34]
127345892  mevalonate kinase [KO:K00869] [EC:2.7.1.36]
127296212  phosphomevalonate kinase, peroxisomal [KO:K00938] [EC:2.7.4.2]
127346064  diphosphomevalonate decarboxylase MVD1, peroxisomal-like [KO:K01597] [EC:4.1.1.33]
127339871  isopentenyl phosphate kinase-like [KO:K06981] [EC:2.7.4.26]
127343703  isopentenyl phosphate kinase [KO:K06981] [EC:2.7.4.26]
127313841  isopentenyl-diphosphate Delta-isomerase I-like [KO:K01823] [EC:5.3.3.2]
127333198  isopentenyl-diphosphate Delta-isomerase I-like [KO:K01823] [EC:5.3.3.2]
127336826  farnesyl pyrophosphate synthase-like [KO:K00787] [EC:2.5.1.1 2.5.1.10]
127343457  farnesyl pyrophosphate synthase-like isoform X1 [KO:K00787] [EC:2.5.1.1 2.5.1.10]
127343458  farnesyl pyrophosphate synthase-like isoform X1 [KO:K00787] [EC:2.5.1.1 2.5.1.10]
127343515  farnesyl pyrophosphate synthase-like [KO:K00787] [EC:2.5.1.1 2.5.1.10]
127327387  farnesyl pyrophosphate synthase [KO:K00787] [EC:2.5.1.1 2.5.1.10]
127312155  solanesyl-diphosphate synthase 1, mitochondrial isoform X1 [KO:K14066] [EC:2.5.1.1]
127314604  solanesyl-diphosphate synthase 1, mitochondrial-like isoform X1 [KO:K14066] [EC:2.5.1.1]
127302289  solanesyl-diphosphate synthase 1, mitochondrial-like isoform X1 [KO:K14066] [EC:2.5.1.1]
127293372  geranylgeranyl pyrophosphate synthase 7, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
127297412  geranylgeranyl pyrophosphate synthase 7, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
127321581  geranylgeranyl pyrophosphate synthase 7, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
127344630  geranylgeranyl pyrophosphate synthase 7, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
127306732  heterodimeric geranylgeranyl pyrophosphate synthase small subunit, chloroplastic [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
127332896  geranylgeranyl pyrophosphate synthase, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
127327782  solanesyl-diphosphate synthase 2, chloroplastic isoform X1 [KO:K05356] [EC:2.5.1.84 2.5.1.85]
127297113  uncharacterized protein LOC127297113 isoform X1 [KO:K11778] [EC:2.5.1.87]
127318057  dehydrodolichyl diphosphate synthase CPT3-like [KO:K11778] [EC:2.5.1.87]
127344385  uncharacterized protein LOC127344385 [KO:K11778] [EC:2.5.1.87]
127301798  dehydrodolichyl diphosphate synthase CPT3-like [KO:K11778] [EC:2.5.1.87]
127307608  uncharacterized protein LOC127307608 [KO:K11778] [EC:2.5.1.87]
127342370  geranylgeranyl diphosphate reductase, chloroplastic-like [KO:K10960] [EC:1.3.1.83 1.3.1.111]
127306108  geranylgeranyl diphosphate reductase, chloroplastic [KO:K10960] [EC:1.3.1.83 1.3.1.111]
127302406  protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha [KO:K05955] [EC:2.5.1.58 2.5.1.59]
127343768  protein farnesyltransferase subunit beta [KO:K05954] [EC:2.5.1.58]
127317746  CAAX prenyl protease 2 [KO:K08658] [EC:3.4.26.1]
127306670  CAAX prenyl protease 1 homolog [KO:K06013] [EC:3.4.24.84]
127336326  probable protein-S-isoprenylcysteine O-methyltransferase [KO:K00587] [EC:2.1.1.100]
127312621  probable isoprenylcysteine alpha-carbonyl methylesterase ICMEL1 [KO:K15889] [EC:3.1.1.-]
127299064  probable isoprenylcysteine alpha-carbonyl methylesterase ICME isoform X1 [KO:K15889] [EC:3.1.1.-]
127343092  probable isoprenylcysteine alpha-carbonyl methylesterase ICMEL2 [KO:K15889] [EC:3.1.1.-]
127343093  probable isoprenylcysteine alpha-carbonyl methylesterase ICMEL2 [KO:K15889] [EC:3.1.1.-]
127295249  farnesylcysteine lyase-like [KO:K05906] [EC:1.8.3.5 1.8.3.6]
127302619  farnesylcysteine lyase-like [KO:K05906] [EC:1.8.3.5 1.8.3.6]
127302621  farnesylcysteine lyase-like [KO:K05906] [EC:1.8.3.5 1.8.3.6]
127297005  uncharacterized protein LOC127297005 [KO:K15891] [EC:1.1.1.354]
127300139  probable phytol kinase 2, chloroplastic [KO:K15892] [EC:2.7.1.216]
127300140  probable phytol kinase 2, chloroplastic [KO:K15892] [EC:2.7.1.216]
127344708  probable phytol kinase 2, chloroplastic [KO:K15892] [EC:2.7.1.216]
127336238  acyclic sesquiterpene synthase-like [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
lper00010  Glycolysis / Gluconeogenesis
lper00100  Steroid biosynthesis
lper00130  Ubiquinone and other terpenoid-quinone biosynthesis
lper00270  Cysteine and methionine metabolism
lper00510  N-Glycan biosynthesis
lper00902  Monoterpenoid biosynthesis
lper00904  Diterpenoid biosynthesis
lper00906  Carotenoid biosynthesis
lper00908  Zeatin biosynthesis
lper00909  Sesquiterpenoid and triterpenoid biosynthesis
KO pathway
ko00900   
LinkDB

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