KEGG   PATHWAY: vvo00900
Entry
vvo00900                    Pathway                                
Name
Terpenoid backbone biosynthesis - Vicia villosa (hairy vetch)
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
vvo00900  Terpenoid backbone biosynthesis
vvo00900

Module
vvo_M00095  C5 isoprenoid biosynthesis, mevalonate pathway [PATH:vvo00900]
vvo_M00096  C5 isoprenoid biosynthesis, non-mevalonate pathway [PATH:vvo00900]
vvo_M00366  C10-C20 isoprenoid biosynthesis, plants [PATH:vvo00900]
Other DBs
GO: 0009240 0016091
Organism
Vicia villosa (hairy vetch) [GN:vvo]
Gene
131645958  probable 1-deoxy-D-xylulose-5-phosphate synthase 2, chloroplastic [KO:K01662] [EC:2.2.1.7]
131631542  probable 1-deoxy-D-xylulose-5-phosphate synthase, chloroplastic [KO:K01662] [EC:2.2.1.7]
131631891  probable 1-deoxy-D-xylulose-5-phosphate synthase, chloroplastic [KO:K01662] [EC:2.2.1.7]
131660599  probable 1-deoxy-D-xylulose-5-phosphate synthase, chloroplastic isoform X1 [KO:K01662] [EC:2.2.1.7]
131605330  1-deoxy-D-xylulose 5-phosphate reductoisomerase, chloroplastic-like [KO:K00099] [EC:1.1.1.267]
131616360  1-deoxy-D-xylulose 5-phosphate reductoisomerase, chloroplastic-like [KO:K00099] [EC:1.1.1.267]
131616362  1-deoxy-D-xylulose 5-phosphate reductoisomerase, chloroplastic-like isoform X1 [KO:K00099] [EC:1.1.1.267]
131622366  1-deoxy-D-xylulose 5-phosphate reductoisomerase, chloroplastic [KO:K00099] [EC:1.1.1.267]
131605410  2-C-methyl-D-erythritol 4-phosphate cytidylyltransferase, chloroplastic-like [KO:K00991] [EC:2.7.7.60]
131626045  2-C-methyl-D-erythritol 4-phosphate cytidylyltransferase, chloroplastic-like [KO:K00991] [EC:2.7.7.60]
131626084  2-C-methyl-D-erythritol 4-phosphate cytidylyltransferase, chloroplastic [KO:K00991] [EC:2.7.7.60]
131656861  4-diphosphocytidyl-2-C-methyl-D-erythritol kinase, chloroplastic [KO:K00919] [EC:2.7.1.148]
131647066  2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase, chloroplastic [KO:K01770] [EC:4.6.1.12]
131653824  4-hydroxy-3-methylbut-2-en-1-yl diphosphate synthase (ferredoxin), chloroplastic [KO:K03526] [EC:1.17.7.1 1.17.7.3]
131653825  4-hydroxy-3-methylbut-2-en-1-yl diphosphate synthase (ferredoxin), chloroplastic-like [KO:K03526] [EC:1.17.7.1 1.17.7.3]
131637660  4-hydroxy-3-methylbut-2-en-1-yl diphosphate synthase (ferredoxin), chloroplastic-like [KO:K03526] [EC:1.17.7.1 1.17.7.3]
131623543  4-hydroxy-3-methylbut-2-enyl diphosphate reductase, chloroplastic-like [KO:K03527] [EC:1.17.7.4]
131623544  4-hydroxy-3-methylbut-2-enyl diphosphate reductase, chloroplastic-like [KO:K03527] [EC:1.17.7.4]
131631296  4-hydroxy-3-methylbut-2-enyl diphosphate reductase, chloroplastic-like [KO:K03527] [EC:1.17.7.4]
131631298  4-hydroxy-3-methylbut-2-enyl diphosphate reductase, chloroplastic-like [KO:K03527] [EC:1.17.7.4]
131661624  acetyl-CoA acetyltransferase 2-like [KO:K00626] [EC:2.3.1.9]
131626326  acetyl-CoA acetyltransferase 1-like [KO:K00626] [EC:2.3.1.9]
131617737  acetyl-CoA acetyltransferase 2 [KO:K00626] [EC:2.3.1.9]
131647025  hydroxymethylglutaryl-CoA synthase [KO:K01641] [EC:2.3.3.10]
131641374  3-hydroxy-3-methylglutaryl-coenzyme A reductase 3-like [KO:K00021] [EC:1.1.1.34]
131641424  3-hydroxy-3-methylglutaryl-coenzyme A reductase 3-like [KO:K00021] [EC:1.1.1.34]
131641540  3-hydroxy-3-methylglutaryl-coenzyme A reductase 1-like [KO:K00021] [EC:1.1.1.34]
131624615  3-hydroxy-3-methylglutaryl coenzyme A reductase 2-B-like isoform X1 [KO:K00021] [EC:1.1.1.34]
131643031  3-hydroxy-3-methylglutaryl-coenzyme A reductase 1-like [KO:K00021] [EC:1.1.1.34]
131651938  3-hydroxy-3-methylglutaryl-coenzyme A reductase 1-like [KO:K00021] [EC:1.1.1.34]
131651939  3-hydroxy-3-methylglutaryl-coenzyme A reductase 1-like [KO:K00021] [EC:1.1.1.34]
131651940  3-hydroxy-3-methylglutaryl-coenzyme A reductase 1-like [KO:K00021] [EC:1.1.1.34]
131651941  3-hydroxy-3-methylglutaryl-coenzyme A reductase 1-like [KO:K00021] [EC:1.1.1.34]
131615967  3-hydroxy-3-methylglutaryl-coenzyme A reductase 1-like [KO:K00021] [EC:1.1.1.34]
131610607  mevalonate kinase [KO:K00869] [EC:2.7.1.36]
131622595  phosphomevalonate kinase, peroxisomal-like [KO:K00938] [EC:2.7.4.2]
131661312  phosphomevalonate kinase, peroxisomal-like [KO:K00938] [EC:2.7.4.2]
131634369  phosphomevalonate kinase, peroxisomal-like [KO:K00938] [EC:2.7.4.2]
131642327  diphosphomevalonate decarboxylase MVD2, peroxisomal [KO:K01597] [EC:4.1.1.33]
131646511  isopentenyl phosphate kinase-like [KO:K06981] [EC:2.7.4.26]
131651694  isopentenyl phosphate kinase-like [KO:K06981] [EC:2.7.4.26]
131609698  isopentenyl-diphosphate Delta-isomerase I [KO:K01823] [EC:5.3.3.2]
131599835  farnesyl pyrophosphate synthase 1 [KO:K00787] [EC:2.5.1.1 2.5.1.10]
131639092  solanesyl diphosphate synthase 3, chloroplastic/mitochondrial-like [KO:K14066] [EC:2.5.1.1]
131639103  solanesyl diphosphate synthase 3, chloroplastic/mitochondrial-like [KO:K14066] [EC:2.5.1.1]
131646810  heterodimeric geranylgeranyl pyrophosphate synthase large subunit 1, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
131617822  heterodimeric geranylgeranyl pyrophosphate synthase small subunit, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
131617823  heterodimeric geranylgeranyl pyrophosphate synthase small subunit, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
131619679  heterodimeric geranylgeranyl pyrophosphate synthase small subunit, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
131602960  heterodimeric geranylgeranyl pyrophosphate synthase small subunit, chloroplastic [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
131639924  geranylgeranyl pyrophosphate synthase, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
131653360  solanesyl diphosphate synthase 1, chloroplastic-like [KO:K05356] [EC:2.5.1.84 2.5.1.85]
131639078  solanesyl diphosphate synthase 1, chloroplastic-like [KO:K05356] [EC:2.5.1.84 2.5.1.85]
131641193  dehydrodolichyl diphosphate synthase CPT3-like [KO:K11778] [EC:2.5.1.87]
131641233  dehydrodolichyl diphosphate synthase CPT3-like [KO:K11778] [EC:2.5.1.87]
131652554  uncharacterized protein LOC131652554 isoform X1 [KO:K11778] [EC:2.5.1.87]
131652570  uncharacterized protein LOC131652570 isoform X1 [KO:K11778] [EC:2.5.1.87]
131634866  dehydrodolichyl diphosphate synthase 2-like [KO:K11778] [EC:2.5.1.87]
131634867  dehydrodolichyl diphosphate synthase 2-like [KO:K11778] [EC:2.5.1.87]
131617394  dehydrodolichyl diphosphate synthase 2-like [KO:K11778] [EC:2.5.1.87]
131617396  dehydrodolichyl diphosphate synthase 2-like [KO:K11778] [EC:2.5.1.87]
131634873  dehydrodolichyl diphosphate synthase 2-like [KO:K11778] [EC:2.5.1.87]
131634878  dehydrodolichyl diphosphate synthase 2-like [KO:K11778] [EC:2.5.1.87]
131620724  dehydrodolichyl diphosphate synthase 2-like [KO:K11778] [EC:2.5.1.87]
131615961  geranylgeranyl diphosphate reductase, chloroplastic-like [KO:K10960] [EC:1.3.1.83 1.3.1.111]
131635191  geranylgeranyl diphosphate reductase, chloroplastic [KO:K10960] [EC:1.3.1.83 1.3.1.111]
131621859  protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha [KO:K05955] [EC:2.5.1.58 2.5.1.59]
131625273  protein farnesyltransferase subunit beta-like [KO:K05954] [EC:2.5.1.58]
131652741  protein farnesyltransferase subunit beta [KO:K05954] [EC:2.5.1.58]
131644699  CAAX prenyl protease 2-like [KO:K08658] [EC:3.4.26.1]
131639303  CAAX prenyl protease 2-like [KO:K08658] [EC:3.4.26.1]
131609647  CAAX prenyl protease 1 homolog [KO:K06013] [EC:3.4.24.84]
131627820  CAAX prenyl protease 1 homolog [KO:K06013] [EC:3.4.24.84]
131653351  protein-S-isoprenylcysteine O-methyltransferase A-like [KO:K00587] [EC:2.1.1.100]
131639677  protein-S-isoprenylcysteine O-methyltransferase A-like [KO:K00587] [EC:2.1.1.100]
131641972  probable isoprenylcysteine alpha-carbonyl methylesterase ICMEL1 [KO:K15889] [EC:3.1.1.-]
131633637  probable isoprenylcysteine alpha-carbonyl methylesterase ICMEL1 [KO:K15889] [EC:3.1.1.-]
131652911  probable isoprenylcysteine alpha-carbonyl methylesterase ICMEL2 isoform X1 [KO:K15889] [EC:3.1.1.-]
131661095  farnesylcysteine lyase-like isoform X1 [KO:K05906] [EC:1.8.3.5 1.8.3.6]
131629767  farnesylcysteine lyase-like isoform X1 [KO:K05906] [EC:1.8.3.5 1.8.3.6]
131655332  uncharacterized protein LOC131655332 [KO:K15891] [EC:1.1.1.354]
131655333  uncharacterized protein LOC131655333 [KO:K15891] [EC:1.1.1.354]
131628570  probable phytol kinase 3, chloroplastic [KO:K15892] [EC:2.7.1.216]
131628765  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
vvo00010  Glycolysis / Gluconeogenesis
vvo00100  Steroid biosynthesis
vvo00130  Ubiquinone and other terpenoid-quinone biosynthesis
vvo00270  Cysteine and methionine metabolism
vvo00510  N-Glycan biosynthesis
vvo00902  Monoterpenoid biosynthesis
vvo00904  Diterpenoid biosynthesis
vvo00906  Carotenoid biosynthesis
vvo00908  Zeatin biosynthesis
vvo00909  Sesquiterpenoid and triterpenoid biosynthesis
KO pathway
ko00900   
LinkDB

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