KEGG   PATHWAY: bdi00900
Entry
bdi00900                    Pathway                                
Name
Terpenoid backbone biosynthesis - Brachypodium distachyon (stiff brome)
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
bdi00900  Terpenoid backbone biosynthesis
bdi00900

Module
bdi_M00095  C5 isoprenoid biosynthesis, mevalonate pathway [PATH:bdi00900]
bdi_M00096  C5 isoprenoid biosynthesis, non-mevalonate pathway [PATH:bdi00900]
bdi_M00366  C10-C20 isoprenoid biosynthesis, plants [PATH:bdi00900]
Other DBs
GO: 0009240 0016091
Organism
Brachypodium distachyon (stiff brome) [GN:bdi]
Gene
100839607  1-deoxy-D-xylulose-5-phosphate synthase 1, chloroplastic [KO:K01662] [EC:2.2.1.7]
100821434  probable 1-deoxy-D-xylulose-5-phosphate synthase 2, chloroplastic [KO:K01662] [EC:2.2.1.7]
100836028  1-deoxy-D-xylulose 5-phosphate reductoisomerase, chloroplastic [KO:K00099] [EC:1.1.1.267]
100829889  2-C-methyl-D-erythritol 4-phosphate cytidylyltransferase, chloroplastic [KO:K00991] [EC:2.7.7.60]
100840505  4-diphosphocytidyl-2-C-methyl-D-erythritol kinase, chloroplastic [KO:K00919] [EC:2.7.1.148]
100821610  2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase, chloroplastic [KO:K01770] [EC:4.6.1.12]
100838320  4-hydroxy-3-methylbut-2-en-1-yl diphosphate synthase (ferredoxin), chloroplastic [KO:K03526] [EC:1.17.7.1 1.17.7.3]
100825558  4-hydroxy-3-methylbut-2-enyl diphosphate reductase, chloroplastic [KO:K03527] [EC:1.17.7.4]
100836749  acetyl-CoA acetyltransferase, cytosolic 1 [KO:K00626] [EC:2.3.1.9]
100822502  acetyl-CoA acetyltransferase, cytosolic 1 [KO:K00626] [EC:2.3.1.9]
100846544  hydroxymethylglutaryl-CoA synthase isoform X1 [KO:K01641] [EC:2.3.3.10]
100833811  hydroxymethylglutaryl-CoA synthase [KO:K01641] [EC:2.3.3.10]
100832962  3-hydroxy-3-methylglutaryl-coenzyme A reductase 1 isoform X1 [KO:K00021] [EC:1.1.1.34]
100840327  3-hydroxy-3-methylglutaryl-coenzyme A reductase 3 [KO:K00021] [EC:1.1.1.34]
100828238  3-hydroxy-3-methylglutaryl-coenzyme A reductase 3 [KO:K00021] [EC:1.1.1.34]
100846299  mevalonate kinase [KO:K00869] [EC:2.7.1.36]
100834541  phosphomevalonate kinase, peroxisomal [KO:K00938] [EC:2.7.4.2]
100830501  diphosphomevalonate decarboxylase MVD2, peroxisomal [KO:K01597] [EC:4.1.1.33]
100832959  uncharacterized protein LOC100832959 [KO:K06981] [EC:2.7.4.26]
100834794  isopentenyl-diphosphate Delta-isomerase I [KO:K01823] [EC:5.3.3.2]
100828970  isopentenyl-diphosphate Delta-isomerase I [KO:K01823] [EC:5.3.3.2]
100846401  farnesyl pyrophosphate synthase [KO:K00787] [EC:2.5.1.1 2.5.1.10]
100834798  farnesyl pyrophosphate synthase [KO:K00787] [EC:2.5.1.1 2.5.1.10]
100844842  farnesyl pyrophosphate synthase 1 [KO:K00787] [EC:2.5.1.1 2.5.1.10]
100837237  solanesyl-diphosphate synthase 1, mitochondrial isoform X1 [KO:K14066] [EC:2.5.1.1]
100832081  solanesyl-diphosphate synthase 1, mitochondrial [KO:K14066] [EC:2.5.1.1]
100830402  geranylgeranyl pyrophosphate synthase 7, chloroplastic [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
100834501  heterodimeric geranylgeranyl pyrophosphate synthase small subunit, chloroplastic [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
100841309  geranylgeranyl pyrophosphate synthase, chloroplastic [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
100826224  solanesyl-diphosphate synthase 2, chloroplastic [KO:K05356] [EC:2.5.1.84 2.5.1.85]
100835146  probable solanesyl-diphosphate synthase 3, chloroplastic [KO:K05356] [EC:2.5.1.84 2.5.1.85]
100826270  dehydrodolichyl diphosphate synthase 6 [KO:K11778] [EC:2.5.1.87]
100834321  dehydrodolichyl diphosphate synthase complex subunit NUS1 isoform X2 [KO:K11778] [EC:2.5.1.87]
100845573  dehydrodolichyl diphosphate synthase 6 isoform X1 [KO:K11778] [EC:2.5.1.87]
100830261  dehydrodolichyl diphosphate synthase 6 isoform X2 [KO:K11778] [EC:2.5.1.87]
100830201  uncharacterized protein LOC100830201 [KO:K11778] [EC:2.5.1.87]
100835975  dehydrodolichyl diphosphate synthase complex subunit nus1 isoform X2 [KO:K11778] [EC:2.5.1.87]
100821798  uncharacterized protein LOC100821798 [KO:K10960] [EC:1.3.1.83 1.3.1.111]
100836154  geranylgeranyl diphosphate reductase, chloroplastic [KO:K10960] [EC:1.3.1.83 1.3.1.111]
100839060  isoprene synthase, chloroplastic [KO:K12742] [EC:4.2.3.27]
104583049  tricyclene synthase EBOS, chloroplastic [KO:K12742] [EC:4.2.3.27]
100839782  alpha-terpineol synthase, chloroplastic [KO:K12742] [EC:4.2.3.27]
100830567  protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha isoform X3 [KO:K05955] [EC:2.5.1.58 2.5.1.59]
100845294  protein farnesyltransferase subunit beta [KO:K05954] [EC:2.5.1.58]
100834096  CAAX prenyl protease 2 [KO:K08658] [EC:3.4.26.1]
100821110  CAAX prenyl protease 1 homolog [KO:K06013] [EC:3.4.24.84]
100846368  probable protein-S-isoprenylcysteine O-methyltransferase [KO:K00587] [EC:2.1.1.100]
100840907  probable isoprenylcysteine alpha-carbonyl methylesterase ICME [KO:K15889] [EC:3.1.1.-]
100827253  probable isoprenylcysteine alpha-carbonyl methylesterase ICMEL1 isoform X1 [KO:K15889] [EC:3.1.1.-]
100835212  probable isoprenylcysteine alpha-carbonyl methylesterase ICMEL2 isoform X1 [KO:K15889] [EC:3.1.1.-]
100821994  farnesylcysteine lyase [KO:K05906] [EC:1.8.3.5 1.8.3.6]
100829741  uncharacterized protein LOC100829741 [KO:K15891] [EC:1.1.1.354]
100826738  probable phytol kinase 2, chloroplastic [KO:K15892] [EC:2.7.1.216]
100838535  probable phytol kinase 2, chloroplastic [KO:K15892] [EC:2.7.1.216]
100833760  acyclic sesquiterpene synthase [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
bdi00010  Glycolysis / Gluconeogenesis
bdi00100  Steroid biosynthesis
bdi00130  Ubiquinone and other terpenoid-quinone biosynthesis
bdi00270  Cysteine and methionine metabolism
bdi00510  N-Glycan biosynthesis
bdi00902  Monoterpenoid biosynthesis
bdi00904  Diterpenoid biosynthesis
bdi00906  Carotenoid biosynthesis
bdi00908  Zeatin biosynthesis
bdi00909  Sesquiterpenoid and triterpenoid biosynthesis
KO pathway
ko00900   
LinkDB

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