KEGG   PATHWAY: vri00900
Entry
vri00900                    Pathway                                
Name
Terpenoid backbone biosynthesis - Vitis riparia (riverbank grape)
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
vri00900  Terpenoid backbone biosynthesis
vri00900

Module
vri_M00096  C5 isoprenoid biosynthesis, non-mevalonate pathway [PATH:vri00900]
vri_M00366  C10-C20 isoprenoid biosynthesis, plants [PATH:vri00900]
Other DBs
GO: 0009240 0016091
Organism
Vitis riparia (riverbank grape) [GN:vri]
Gene
117913507  probable 1-deoxy-D-xylulose-5-phosphate synthase, chloroplastic isoform X1 [KO:K01662] [EC:2.2.1.7]
117925298  probable 1-deoxy-D-xylulose-5-phosphate synthase 2, chloroplastic isoform X1 [KO:K01662] [EC:2.2.1.7]
117925299  probable 1-deoxy-D-xylulose-5-phosphate synthase 2, chloroplastic isoform X1 [KO:K01662] [EC:2.2.1.7]
117925629  probable 1-deoxy-D-xylulose-5-phosphate synthase 2, chloroplastic [KO:K01662] [EC:2.2.1.7]
117914961  probable 1-deoxy-D-xylulose-5-phosphate synthase, chloroplastic [KO:K01662] [EC:2.2.1.7]
117917406  probable 1-deoxy-D-xylulose-5-phosphate synthase 2, chloroplastic [KO:K01662] [EC:2.2.1.7]
117904933  1-deoxy-D-xylulose 5-phosphate reductoisomerase, chloroplastic [KO:K00099] [EC:1.1.1.267]
117905066  1-deoxy-D-xylulose 5-phosphate reductoisomerase, chloroplastic-like [KO:K00099] [EC:1.1.1.267]
117926138  2-C-methyl-D-erythritol 4-phosphate cytidylyltransferase, chloroplastic [KO:K00991] [EC:2.7.7.60]
117916071  4-diphosphocytidyl-2-C-methyl-D-erythritol kinase, chloroplastic/chromoplastic [KO:K00919] [EC:2.7.1.148]
117932334  2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase, chloroplastic [KO:K01770] [EC:4.6.1.12]
117916393  4-hydroxy-3-methylbut-2-en-1-yl diphosphate synthase (ferredoxin), chloroplastic [KO:K03526] [EC:1.17.7.1 1.17.7.3]
117911343  4-hydroxy-3-methylbut-2-enyl diphosphate reductase, chloroplastic [KO:K03527] [EC:1.17.7.4]
117923516  acetyl-CoA acetyltransferase, cytosolic 1 isoform X1 [KO:K00626] [EC:2.3.1.9]
117927036  acetyl-CoA acetyltransferase, cytosolic 1 [KO:K00626] [EC:2.3.1.9]
117933313  hydroxymethylglutaryl-CoA synthase-like [KO:K01641] [EC:2.3.3.10]
117933317  hydroxymethylglutaryl-CoA synthase-like [KO:K01641] [EC:2.3.3.10]
117929640  hydroxymethylglutaryl-CoA synthase [KO:K01641] [EC:2.3.3.10]
117911449  3-hydroxy-3-methylglutaryl-coenzyme A reductase-like [KO:K00021] [EC:1.1.1.34]
117913554  3-hydroxy-3-methylglutaryl coenzyme A reductase 2-A-like [KO:K00021] [EC:1.1.1.34]
117906950  3-hydroxy-3-methylglutaryl-coenzyme A reductase 1 [KO:K00021] [EC:1.1.1.34]
117931246  mevalonate kinase-like [KO:K00869] [EC:2.7.1.36]
117931364  mevalonate kinase-like [KO:K00869] [EC:2.7.1.36]
117928106  diphosphomevalonate decarboxylase 1 [KO:K01597] [EC:4.1.1.33]
117912870  isopentenyl phosphate kinase isoform X1 [KO:K06981] [EC:2.7.4.26]
117912728  isopentenyl-diphosphate Delta-isomerase I [KO:K01823] [EC:5.3.3.2]
117908064  farnesyl pyrophosphate synthase 1 [KO:K00787] [EC:2.5.1.1 2.5.1.10]
117932203  solanesyl diphosphate synthase 3, chloroplastic/mitochondrial-like [KO:K14066] [EC:2.5.1.1]
117932491  solanesyl diphosphate synthase 3, chloroplastic/mitochondrial-like [KO:K14066] [EC:2.5.1.1]
117911089  heterodimeric geranylgeranyl pyrophosphate synthase small subunit, chloroplastic [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
117913533  geranylgeranyl pyrophosphate synthase, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
117907758  geranylgeranyl pyrophosphate synthase, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
117908528  heterodimeric geranylgeranyl pyrophosphate synthase small subunit, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
117908989  solanesyl diphosphate synthase 1, chloroplastic-like [KO:K05356] [EC:2.5.1.84 2.5.1.85]
117916079  dehydrodolichyl diphosphate synthase 2 [KO:K11778] [EC:2.5.1.87]
117918373  dehydrodolichyl diphosphate synthase 6-like [KO:K11778] [EC:2.5.1.87]
117908646  dehydrodolichyl diphosphate synthase complex subunit NUS1 isoform X1 [KO:K11778] [EC:2.5.1.87]
117915532  geranylgeranyl diphosphate reductase, chloroplastic-like [KO:K10960] [EC:1.3.1.83 1.3.1.111]
117904575  geranylgeranyl diphosphate reductase, chloroplastic [KO:K10960] [EC:1.3.1.83 1.3.1.111]
117926341  isoprene synthase, chloroplastic-like [KO:K12742] [EC:4.2.3.27]
117926354  isoprene synthase, chloroplastic-like [KO:K12742] [EC:4.2.3.27]
117926476  probable terpene synthase 12 [KO:K12742] [EC:4.2.3.27]
117914400  protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha [KO:K05955] [EC:2.5.1.58 2.5.1.59]
117930344  protein farnesyltransferase subunit beta [KO:K05954] [EC:2.5.1.58]
117920826  CAAX prenyl protease 2 isoform X1 [KO:K08658] [EC:3.4.26.1]
117932667  CAAX prenyl protease 1 homolog [KO:K06013] [EC:3.4.24.84]
117923481  protein-S-isoprenylcysteine O-methyltransferase A-like [KO:K00587] [EC:2.1.1.100]
117924108  protein-S-isoprenylcysteine O-methyltransferase A-like [KO:K00587] [EC:2.1.1.100]
117926662  protein-S-isoprenylcysteine O-methyltransferase B-like isoform X1 [KO:K00587] [EC:2.1.1.100]
117912628  isoprenylcysteine alpha-carbonyl methylesterase ICME [KO:K15889] [EC:3.1.1.-]
117931196  isoprenylcysteine alpha-carbonyl methylesterase ICME-like isoform X1 [KO:K15889] [EC:3.1.1.-]
117918625  farnesylcysteine lyase isoform X1 [KO:K05906] [EC:1.8.3.5 1.8.3.6]
117907572  LOW QUALITY PROTEIN: cinnamoyl-CoA reductase 1 [KO:K15891] [EC:1.1.1.354]
117915594  farnesol kinase, chloroplastic [KO:K15892] [EC:2.7.1.216]
117916906  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 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
vri00010  Glycolysis / Gluconeogenesis
vri00100  Steroid biosynthesis
vri00130  Ubiquinone and other terpenoid-quinone biosynthesis
vri00270  Cysteine and methionine metabolism
vri00510  N-Glycan biosynthesis
vri00902  Monoterpenoid biosynthesis
vri00904  Diterpenoid biosynthesis
vri00906  Carotenoid biosynthesis
vri00908  Zeatin biosynthesis
vri00909  Sesquiterpenoid and triterpenoid biosynthesis
KO pathway
ko00900   
LinkDB

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