KEGG   PATHWAY: ccav00900
Entry
ccav00900                   Pathway                                
Name
Terpenoid backbone biosynthesis - Cynara cardunculus var. scolymus (artichoke)
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
ccav00900  Terpenoid backbone biosynthesis
ccav00900

Module
ccav_M00095  C5 isoprenoid biosynthesis, mevalonate pathway [PATH:ccav00900]
ccav_M00096  C5 isoprenoid biosynthesis, non-mevalonate pathway [PATH:ccav00900]
ccav_M00366  C10-C20 isoprenoid biosynthesis, plants [PATH:ccav00900]
Other DBs
GO: 0009240 0016091
Organism
Cynara cardunculus var. scolymus (artichoke) [GN:ccav]
Gene
112500710  probable 1-deoxy-D-xylulose-5-phosphate synthase 2, chloroplastic [KO:K01662] [EC:2.2.1.7]
112503284  1-deoxy-D-xylulose-5-phosphate synthase, chloroplastic isoform X1 [KO:K01662] [EC:2.2.1.7]
112529687  probable 1-deoxy-D-xylulose-5-phosphate synthase, chloroplastic [KO:K01662] [EC:2.2.1.7]
112513340  probable 1-deoxy-D-xylulose-5-phosphate synthase 2, chloroplastic [KO:K01662] [EC:2.2.1.7]
112508794  1-deoxy-D-xylulose 5-phosphate reductoisomerase, chloroplastic-like [KO:K00099] [EC:1.1.1.267]
112514390  1-deoxy-D-xylulose 5-phosphate reductoisomerase, chloroplastic [KO:K00099] [EC:1.1.1.267]
112500419  2-C-methyl-D-erythritol 4-phosphate cytidylyltransferase, chloroplastic [KO:K00991] [EC:2.7.7.60]
112518382  4-diphosphocytidyl-2-C-methyl-D-erythritol kinase, chloroplastic/chromoplastic isoform X1 [KO:K00919] [EC:2.7.1.148]
112529751  2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase, chloroplastic [KO:K01770] [EC:4.6.1.12]
112508761  4-hydroxy-3-methylbut-2-en-1-yl diphosphate synthase (ferredoxin), chloroplastic [KO:K03526] [EC:1.17.7.1 1.17.7.3]
112500515  4-hydroxy-3-methylbut-2-enyl diphosphate reductase, chloroplastic-like [KO:K03527] [EC:1.17.7.4]
112500189  4-hydroxy-3-methylbut-2-enyl diphosphate reductase, chloroplastic-like isoform X1 [KO:K03527] [EC:1.17.7.4]
112502041  acetyl-CoA acetyltransferase, cytosolic 1 [KO:K00626] [EC:2.3.1.9]
112506488  acetyl-CoA acetyltransferase, cytosolic 1-like [KO:K00626] [EC:2.3.1.9]
112516590  acetyl-CoA acetyltransferase, cytosolic 1 [KO:K00626] [EC:2.3.1.9]
112527446  hydroxymethylglutaryl-CoA synthase-like [KO:K01641] [EC:2.3.3.10]
112521008  hydroxymethylglutaryl-CoA synthase [KO:K01641] [EC:2.3.3.10]
112509112  3-hydroxy-3-methylglutaryl-coenzyme A reductase 2-like [KO:K00021] [EC:1.1.1.34]
112510297  3-hydroxy-3-methylglutaryl-coenzyme A reductase 1-like [KO:K00021] [EC:1.1.1.34]
112525038  3-hydroxy-3-methylglutaryl-coenzyme A reductase-like [KO:K00021] [EC:1.1.1.34]
112525047  3-hydroxy-3-methylglutaryl-coenzyme A reductase 3-like [KO:K00021] [EC:1.1.1.34]
112524109  LOW QUALITY PROTEIN: 3-hydroxy-3-methylglutaryl-coenzyme A reductase-like [KO:K00021] [EC:1.1.1.34]
112510721  3-hydroxy-3-methylglutaryl-coenzyme A reductase 3-like [KO:K00021] [EC:1.1.1.34]
112524280  3-hydroxy-3-methylglutaryl-coenzyme A reductase-like [KO:K00021] [EC:1.1.1.34]
112523899  3-hydroxy-3-methylglutaryl-coenzyme A reductase-like [KO:K00021] [EC:1.1.1.34]
112512356  3-hydroxy-3-methylglutaryl-coenzyme A reductase 3-like [KO:K00021] [EC:1.1.1.34]
112524499  3-hydroxy-3-methylglutaryl-coenzyme A reductase 1-like isoform X1 [KO:K00021] [EC:1.1.1.34]
112522594  3-hydroxy-3-methylglutaryl-coenzyme A reductase-like [KO:K00021] [EC:1.1.1.34]
112515322  mevalonate kinase isoform X1 [KO:K00869] [EC:2.7.1.36]
112527456  phosphomevalonate kinase, peroxisomal-like [KO:K00938] [EC:2.7.4.2]
112529840  phosphomevalonate kinase, peroxisomal [KO:K00938] [EC:2.7.4.2]
112509626  diphosphomevalonate decarboxylase MVD2, peroxisomal-like [KO:K01597] [EC:4.1.1.33]
112512507  diphosphomevalonate decarboxylase MVD2, peroxisomal [KO:K01597] [EC:4.1.1.33]
112525640  uncharacterized protein LOC112525640 isoform X1 [KO:K06981] [EC:2.7.4.26]
112509906  isopentenyl-diphosphate Delta-isomerase I [KO:K01823] [EC:5.3.3.2]
112524462  isopentenyl-diphosphate Delta-isomerase I-like [KO:K01823] [EC:5.3.3.2]
112505576  farnesyl diphosphate synthase 2 [KO:K00787] [EC:2.5.1.1 2.5.1.10]
112514634  farnesyl pyrophosphate synthase 2 [KO:K00787] [EC:2.5.1.1 2.5.1.10]
112502760  solanesyl diphosphate synthase 3, chloroplastic/mitochondrial isoform X1 [KO:K14066] [EC:2.5.1.1]
112504484  solanesyl diphosphate synthase 3, chloroplastic/mitochondrial-like [KO:K14066] [EC:2.5.1.1]
112501237  heterodimeric geranylgeranyl pyrophosphate synthase small subunit, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
112502108  geranylgeranyl pyrophosphate synthase, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
112502110  geranylgeranyl pyrophosphate synthase, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
112500205  geranylgeranyl pyrophosphate synthase, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
112512637  geranylgeranyl pyrophosphate synthase 7, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
112523479  heterodimeric geranylgeranyl pyrophosphate synthase small subunit, chloroplastic [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
112512334  geranylgeranyl pyrophosphate synthase, chloroplastic [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
112516899  probable solanesyl-diphosphate synthase 3, chloroplastic [KO:K05356] [EC:2.5.1.84 2.5.1.85]
112500785  dehydrodolichyl diphosphate synthase complex subunit nus1-like isoform X1 [KO:K11778] [EC:2.5.1.87]
112504005  dehydrodolichyl diphosphate synthase 6-like [KO:K11778] [EC:2.5.1.87]
112513502  dehydrodolichyl diphosphate synthase 2-like [KO:K11778] [EC:2.5.1.87]
112512943  dehydrodolichyl diphosphate synthase 6-like [KO:K11778] [EC:2.5.1.87]
112524433  dehydrodolichyl diphosphate synthase 6-like [KO:K11778] [EC:2.5.1.87]
112516580  dehydrodolichyl diphosphate synthase complex subunit nus1-like isoform X1 [KO:K11778] [EC:2.5.1.87]
112522814  dehydrodolichyl diphosphate synthase 6-like isoform X1 [KO:K11778] [EC:2.5.1.87]
112510132  uncharacterized protein LOC112510132 [KO:K10960] [EC:1.3.1.83 1.3.1.111]
112510388  geranylgeranyl diphosphate reductase, chloroplastic-like [KO:K10960] [EC:1.3.1.83 1.3.1.111]
112514549  geranylgeranyl diphosphate reductase, chloroplastic [KO:K10960] [EC:1.3.1.83 1.3.1.111]
112529037  R-linalool synthase QH5, chloroplastic-like [KO:K12742] [EC:4.2.3.27]
112521988  protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha [KO:K05955] [EC:2.5.1.58 2.5.1.59]
112529162  protein farnesyltransferase subunit beta isoform X1 [KO:K05954] [EC:2.5.1.58]
112519371  CAAX prenyl protease 2 isoform X1 [KO:K08658] [EC:3.4.26.1]
112522508  CAAX prenyl protease 1 homolog [KO:K06013] [EC:3.4.24.84]
112513702  protein-S-isoprenylcysteine O-methyltransferase B-like [KO:K00587] [EC:2.1.1.100]
112518738  protein-S-isoprenylcysteine O-methyltransferase B-like isoform X1 [KO:K00587] [EC:2.1.1.100]
112525083  probable isoprenylcysteine alpha-carbonyl methylesterase ICMEL2 [KO:K15889] [EC:3.1.1.-]
112512478  probable isoprenylcysteine alpha-carbonyl methylesterase ICMEL2 [KO:K15889] [EC:3.1.1.-]
112519116  farnesylcysteine lyase [KO:K05906] [EC:1.8.3.5 1.8.3.6]
112511479  uncharacterized protein LOC112511479 [KO:K15891] [EC:1.1.1.354]
112518182  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
ccav00010  Glycolysis / Gluconeogenesis
ccav00100  Steroid biosynthesis
ccav00130  Ubiquinone and other terpenoid-quinone biosynthesis
ccav00270  Cysteine and methionine metabolism
ccav00510  N-Glycan biosynthesis
ccav00902  Monoterpenoid biosynthesis
ccav00904  Diterpenoid biosynthesis
ccav00906  Carotenoid biosynthesis
ccav00908  Zeatin biosynthesis
ccav00909  Sesquiterpenoid and triterpenoid biosynthesis
KO pathway
ko00900   
LinkDB

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