KEGG   PATHWAY: shis00900
Entry
shis00900                   Pathway                                
Name
Terpenoid backbone biosynthesis - Salvia hispanica (chia)
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
shis00900  Terpenoid backbone biosynthesis
shis00900

Module
shis_M00095  C5 isoprenoid biosynthesis, mevalonate pathway [PATH:shis00900]
shis_M00096  C5 isoprenoid biosynthesis, non-mevalonate pathway [PATH:shis00900]
shis_M00366  C10-C20 isoprenoid biosynthesis, plants [PATH:shis00900]
Other DBs
GO: 0009240 0016091
Organism
Salvia hispanica (chia) [GN:shis]
Gene
125190273  probable 1-deoxy-D-xylulose-5-phosphate synthase, chloroplastic [KO:K01662] [EC:2.2.1.7]
125218020  probable 1-deoxy-D-xylulose-5-phosphate synthase, chloroplastic isoform X1 [KO:K01662] [EC:2.2.1.7]
125195940  probable 1-deoxy-D-xylulose-5-phosphate synthase 2, chloroplastic [KO:K01662] [EC:2.2.1.7]
125211950  probable 1-deoxy-D-xylulose-5-phosphate synthase 2, chloroplastic [KO:K01662] [EC:2.2.1.7]
125202019  1-deoxy-D-xylulose 5-phosphate reductoisomerase, chloroplastic [KO:K00099] [EC:1.1.1.267]
125215382  1-deoxy-D-xylulose 5-phosphate reductoisomerase, chloroplastic-like [KO:K00099] [EC:1.1.1.267]
125192804  2-C-methyl-D-erythritol 4-phosphate cytidylyltransferase, chloroplastic [KO:K00991] [EC:2.7.7.60]
125186714  4-diphosphocytidyl-2-C-methyl-D-erythritol kinase, chloroplastic [KO:K00919] [EC:2.7.1.148]
125217586  2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase, chloroplastic [KO:K01770] [EC:4.6.1.12]
125188367  4-hydroxy-3-methylbut-2-en-1-yl diphosphate synthase (ferredoxin), chloroplastic [KO:K03526] [EC:1.17.7.1 1.17.7.3]
125218374  4-hydroxy-3-methylbut-2-en-1-yl diphosphate synthase (ferredoxin), chloroplastic-like [KO:K03526] [EC:1.17.7.1 1.17.7.3]
125187942  4-hydroxy-3-methylbut-2-enyl diphosphate reductase, chloroplastic-like [KO:K03527] [EC:1.17.7.4]
125190349  4-hydroxy-3-methylbut-2-enyl diphosphate reductase, chloroplastic-like [KO:K03527] [EC:1.17.7.4]
125188750  4-hydroxy-3-methylbut-2-enyl diphosphate reductase, chloroplastic-like [KO:K03527] [EC:1.17.7.4]
125190558  4-hydroxy-3-methylbut-2-enyl diphosphate reductase, chloroplastic-like [KO:K03527] [EC:1.17.7.4]
125187879  acetyl-CoA acetyltransferase, cytosolic 1 [KO:K00626] [EC:2.3.1.9]
125196454  acetyl-CoA acetyltransferase, cytosolic 1-like [KO:K00626] [EC:2.3.1.9]
125202763  acetyl-CoA acetyltransferase, cytosolic 1-like [KO:K00626] [EC:2.3.1.9]
125191342  hydroxymethylglutaryl-CoA synthase-like [KO:K01641] [EC:2.3.3.10]
125194219  hydroxymethylglutaryl-CoA synthase [KO:K01641] [EC:2.3.3.10]
125188964  3-hydroxy-3-methylglutaryl-coenzyme A reductase-like [KO:K00021] [EC:1.1.1.34]
125198417  3-hydroxy-3-methylglutaryl-coenzyme A reductase-like [KO:K00021] [EC:1.1.1.34]
125198418  3-hydroxy-3-methylglutaryl-coenzyme A reductase-like [KO:K00021] [EC:1.1.1.34]
125221166  3-hydroxy-3-methylglutaryl coenzyme A reductase 1-like [KO:K00021] [EC:1.1.1.34]
125201139  3-hydroxy-3-methylglutaryl-coenzyme A reductase-like [KO:K00021] [EC:1.1.1.34]
125222005  3-hydroxy-3-methylglutaryl coenzyme A reductase 1-like [KO:K00021] [EC:1.1.1.34]
125201391  3-hydroxy-3-methylglutaryl-coenzyme A reductase-like [KO:K00021] [EC:1.1.1.34]
125222626  mevalonate kinase-like [KO:K00869] [EC:2.7.1.36]
125204219  mevalonate kinase-like [KO:K00869] [EC:2.7.1.36]
125216577  phosphomevalonate kinase, peroxisomal [KO:K00938] [EC:2.7.4.2]
125214522  diphosphomevalonate decarboxylase 2 [KO:K01597] [EC:4.1.1.33]
125201114  isopentenyl phosphate kinase-like isoform X1 [KO:K06981] [EC:2.7.4.26]
125186064  isopentenyl-diphosphate Delta-isomerase I [KO:K01823] [EC:5.3.3.2]
125201044  isopentenyl-diphosphate Delta-isomerase I-like [KO:K01823] [EC:5.3.3.2]
125186097  farnesyl pyrophosphate synthase-like isoform X1 [KO:K00787] [EC:2.5.1.1 2.5.1.10]
125210446  farnesyl pyrophosphate synthase [KO:K00787] [EC:2.5.1.1 2.5.1.10]
125188662  solanesyl diphosphate synthase 3, chloroplastic/mitochondrial-like isoform X1 [KO:K14066] [EC:2.5.1.1]
125192799  solanesyl diphosphate synthase 3, chloroplastic/mitochondrial-like isoform X1 [KO:K14066] [EC:2.5.1.1]
125187158  heterodimeric geranylgeranyl pyrophosphate synthase large subunit 1, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
125187365  geranylgeranyl pyrophosphate synthase, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
125216121  heterodimeric geranylgeranyl pyrophosphate synthase small subunit, chloroplastic [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
125192886  geranylfarnesyl diphosphate synthase, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
125194100  geranylgeranyl pyrophosphate synthase, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
125207631  heterodimeric geranylgeranyl pyrophosphate synthase small subunit, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
125211884  geranylgeranyl pyrophosphate synthase, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
125213124  geranylgeranyl pyrophosphate synthase, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
125223782  geranylgeranyl pyrophosphate synthase, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
125196618  solanesyl diphosphate synthase 2, chloroplastic-like [KO:K05356] [EC:2.5.1.84 2.5.1.85]
125215398  solanesyl diphosphate synthase 2, chloroplastic-like [KO:K05356] [EC:2.5.1.84 2.5.1.85]
125189230  dehydrodolichyl diphosphate synthase complex subunit NUS1 [KO:K11778] [EC:2.5.1.87]
125216505  dehydrodolichyl diphosphate synthase 6-like [KO:K11778] [EC:2.5.1.87]
125209654  dehydrodolichyl diphosphate synthase 6-like [KO:K11778] [EC:2.5.1.87]
125198235  (2Z,6Z)-farnesyl diphosphate synthase CPT6, chloroplastic-like [KO:K11778] [EC:2.5.1.87]
125198245  (2Z,6Z)-farnesyl diphosphate synthase CPT6, chloroplastic-like [KO:K11778] [EC:2.5.1.87]
125199968  dehydrodolichyl diphosphate synthase CPT3-like isoform X1 [KO:K11778] [EC:2.5.1.87]
125202673  dehydrodolichyl diphosphate synthase 6-like [KO:K11778] [EC:2.5.1.87]
125222572  cis-prenyltransferase 4, chloroplastic-like isoform X1 [KO:K11778] [EC:2.5.1.87]
125203941  dehydrodolichyl diphosphate synthase CPT3-like isoform X1 [KO:K11778] [EC:2.5.1.87]
125208823  geranylgeranyl diphosphate reductase, chloroplastic [KO:K10960] [EC:1.3.1.83 1.3.1.111]
125222222  geranylgeranyl diphosphate reductase, chloroplastic-like [KO:K10960] [EC:1.3.1.83 1.3.1.111]
125191840  protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha [KO:K05955] [EC:2.5.1.58 2.5.1.59]
125202837  protein farnesyltransferase subunit beta [KO:K05954] [EC:2.5.1.58]
125185150  CAAX prenyl protease 1 homolog [KO:K06013] [EC:3.4.24.84]
125222730  CAAX prenyl protease 1 homolog isoform X1 [KO:K06013] [EC:3.4.24.84]
125211860  protein-S-isoprenylcysteine O-methyltransferase A-like isoform X1 [KO:K00587] [EC:2.1.1.100]
125213406  protein-S-isoprenylcysteine O-methyltransferase B-like isoform X1 [KO:K00587] [EC:2.1.1.100]
125223102  protein-S-isoprenylcysteine O-methyltransferase B-like [KO:K00587] [EC:2.1.1.100]
125204870  isoprenylcysteine alpha-carbonyl methylesterase ICME-like [KO:K15889] [EC:3.1.1.-]
125205340  probable isoprenylcysteine alpha-carbonyl methylesterase ICMEL2 [KO:K15889] [EC:3.1.1.-]
125219189  probable isoprenylcysteine alpha-carbonyl methylesterase ICMEL2 [KO:K15889] [EC:3.1.1.-]
125205527  farnesylcysteine lyase [KO:K05906] [EC:1.8.3.5 1.8.3.6]
125221816  putative dihydroflavonol 4-reductase [KO:K15891] [EC:1.1.1.354]
125185333  probable phytol kinase 2, chloroplastic [KO:K15892] [EC:2.7.1.216]
125205661  probable phytol kinase 3, chloroplastic [KO:K15892] [EC:2.7.1.216]
125198287  farnesol kinase, chloroplastic-like isoform X1 [KO:K15892] [EC:2.7.1.216]
125198711  probable phytol kinase 3, chloroplastic [KO:K15892] [EC:2.7.1.216]
125202649  probable phytol kinase 2, chloroplastic [KO:K15892] [EC:2.7.1.216]
125223034  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
shis00010  Glycolysis / Gluconeogenesis
shis00100  Steroid biosynthesis
shis00130  Ubiquinone and other terpenoid-quinone biosynthesis
shis00270  Cysteine and methionine metabolism
shis00510  N-Glycan biosynthesis
shis00902  Monoterpenoid biosynthesis
shis00904  Diterpenoid biosynthesis
shis00906  Carotenoid biosynthesis
shis00908  Zeatin biosynthesis
shis00909  Sesquiterpenoid and triterpenoid biosynthesis
KO pathway
ko00900   
LinkDB

DBGET integrated database retrieval system