KEGG   PATHWAY: qlo00900
Entry
qlo00900                    Pathway                                
Name
Terpenoid backbone biosynthesis - Quercus lobata (valley oak)
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
qlo00900  Terpenoid backbone biosynthesis
qlo00900

Module
qlo_M00095  C5 isoprenoid biosynthesis, mevalonate pathway [PATH:qlo00900]
qlo_M00096  C5 isoprenoid biosynthesis, non-mevalonate pathway [PATH:qlo00900]
qlo_M00366  C10-C20 isoprenoid biosynthesis, plants [PATH:qlo00900]
Other DBs
GO: 0009240 0016091
Organism
Quercus lobata (valley oak) [GN:qlo]
Gene
115994532  probable 1-deoxy-D-xylulose-5-phosphate synthase, chloroplastic isoform X1 [KO:K01662] [EC:2.2.1.7]
115994870  probable 1-deoxy-D-xylulose-5-phosphate synthase, chloroplastic [KO:K01662] [EC:2.2.1.7]
115977378  probable 1-deoxy-D-xylulose-5-phosphate synthase 2, chloroplastic [KO:K01662] [EC:2.2.1.7]
115977379  probable 1-deoxy-D-xylulose-5-phosphate synthase 2, chloroplastic [KO:K01662] [EC:2.2.1.7]
115963689  1-deoxy-D-xylulose 5-phosphate reductoisomerase, chloroplastic [KO:K00099] [EC:1.1.1.267]
115977666  2-C-methyl-D-erythritol 4-phosphate cytidylyltransferase, chloroplastic [KO:K00991] [EC:2.7.7.60]
115982841  4-diphosphocytidyl-2-C-methyl-D-erythritol kinase, chloroplastic [KO:K00919] [EC:2.7.1.148]
115972263  2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase, chloroplastic [KO:K01770] [EC:4.6.1.12]
115983521  4-hydroxy-3-methylbut-2-en-1-yl diphosphate synthase (ferredoxin), chloroplastic [KO:K03526] [EC:1.17.7.1 1.17.7.3]
115966910  4-hydroxy-3-methylbut-2-enyl diphosphate reductase, chloroplastic-like [KO:K03527] [EC:1.17.7.4]
115967804  4-hydroxy-3-methylbut-2-enyl diphosphate reductase, chloroplastic-like [KO:K03527] [EC:1.17.7.4]
115968030  4-hydroxy-3-methylbut-2-enyl diphosphate reductase, chloroplastic-like [KO:K03527] [EC:1.17.7.4]
115968663  4-hydroxy-3-methylbut-2-enyl diphosphate reductase, chloroplastic [KO:K03527] [EC:1.17.7.4]
115987262  acetyl-CoA acetyltransferase, cytosolic 1 [KO:K00626] [EC:2.3.1.9]
115992125  acetyl-CoA acetyltransferase, cytosolic 1 isoform X1 [KO:K00626] [EC:2.3.1.9]
115971599  hydroxymethylglutaryl-CoA synthase [KO:K01641] [EC:2.3.3.10]
115968248  3-hydroxy-3-methylglutaryl-coenzyme A reductase 1-like [KO:K00021] [EC:1.1.1.34]
115974715  3-hydroxy-3-methylglutaryl-coenzyme A reductase 1 [KO:K00021] [EC:1.1.1.34]
115982141  mevalonate kinase [KO:K00869] [EC:2.7.1.36]
115972359  phosphomevalonate kinase, peroxisomal [KO:K00938] [EC:2.7.4.2]
115987325  diphosphomevalonate decarboxylase 2-like [KO:K01597] [EC:4.1.1.33]
115978810  isopentenyl phosphate kinase [KO:K06981] [EC:2.7.4.26]
115955844  isopentenyl-diphosphate Delta-isomerase I [KO:K01823] [EC:5.3.3.2]
115954603  farnesyl pyrophosphate synthase-like isoform X1 [KO:K00787] [EC:2.5.1.1 2.5.1.10]
115992338  farnesyl pyrophosphate synthase 1 isoform X1 [KO:K00787] [EC:2.5.1.1 2.5.1.10]
115989632  solanesyl diphosphate synthase 3, chloroplastic/mitochondrial isoform X1 [KO:K14066] [EC:2.5.1.1]
115995463  geranylgeranyl pyrophosphate synthase, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
115951968  geranylgeranyl pyrophosphate synthase, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
115969137  heterodimeric geranylgeranyl pyrophosphate synthase small subunit, chloroplastic [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
115988673  geranylgeranyl pyrophosphate synthase, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
115956069  heterodimeric geranylgeranyl pyrophosphate synthase small subunit, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
115956076  heterodimeric geranylgeranyl pyrophosphate synthase small subunit, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
115957420  geranylgeranyl pyrophosphate synthase, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
115958201  geranylgeranyl pyrophosphate synthase, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
115955302  solanesyl diphosphate synthase 1, chloroplastic-like isoform X1 [KO:K05356] [EC:2.5.1.84 2.5.1.85]
115994913  dehydrodolichyl diphosphate synthase 6-like [KO:K11778] [EC:2.5.1.87]
115962105  dehydrodolichyl diphosphate synthase 6-like [KO:K11778] [EC:2.5.1.87]
115966277  dehydrodolichyl diphosphate synthase complex subunit NUS1-like [KO:K11778] [EC:2.5.1.87]
115967897  dehydrodolichyl diphosphate synthase complex subunit NUS1-like [KO:K11778] [EC:2.5.1.87]
115989540  dehydrodolichyl diphosphate synthase 2 [KO:K11778] [EC:2.5.1.87]
115963881  geranylgeranyl diphosphate reductase, chloroplastic [KO:K10960] [EC:1.3.1.83 1.3.1.111]
115986518  geranylgeranyl diphosphate reductase, chloroplastic-like [KO:K10960] [EC:1.3.1.83 1.3.1.111]
115981122  probable terpene synthase 12 [KO:K12742] [EC:4.2.3.27]
115955012  probable terpene synthase 12 [KO:K12742] [EC:4.2.3.27]
115955086  probable terpene synthase 12 [KO:K12742] [EC:4.2.3.27]
115956777  tricyclene synthase EBOS, chloroplastic-like [KO:K12742] [EC:4.2.3.27]
115957700  isoprene synthase, chloroplastic-like [KO:K12742] [EC:4.2.3.27]
115963191  protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha isoform X1 [KO:K05955] [EC:2.5.1.58 2.5.1.59]
115976671  protein farnesyltransferase subunit beta isoform X1 [KO:K05954] [EC:2.5.1.58]
115951354  CAAX prenyl protease 2 [KO:K08658] [EC:3.4.26.1]
115969975  CAAX prenyl protease 1 homolog [KO:K06013] [EC:3.4.24.84]
115987294  CAAX prenyl protease 1 homolog [KO:K06013] [EC:3.4.24.84]
115983392  protein-S-isoprenylcysteine O-methyltransferase A-like isoform X1 [KO:K00587] [EC:2.1.1.100]
115983441  protein-S-isoprenylcysteine O-methyltransferase A-like isoform X1 [KO:K00587] [EC:2.1.1.100]
115981895  probable isoprenylcysteine alpha-carbonyl methylesterase ICMEL1 [KO:K15889] [EC:3.1.1.-]
115975842  probable isoprenylcysteine alpha-carbonyl methylesterase ICMEL2 isoform X1 [KO:K15889] [EC:3.1.1.-]
115965681  farnesylcysteine lyase-like [KO:K05906] [EC:1.8.3.5 1.8.3.6]
115978079  uncharacterized protein LOC115978079 [KO:K15891] [EC:1.1.1.354]
115974197  uncharacterized protein LOC115974197 [KO:K15891] [EC:1.1.1.354]
115989892  farnesol kinase, 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
qlo00010  Glycolysis / Gluconeogenesis
qlo00100  Steroid biosynthesis
qlo00130  Ubiquinone and other terpenoid-quinone biosynthesis
qlo00270  Cysteine and methionine metabolism
qlo00510  N-Glycan biosynthesis
qlo00902  Monoterpenoid biosynthesis
qlo00904  Diterpenoid biosynthesis
qlo00906  Carotenoid biosynthesis
qlo00908  Zeatin biosynthesis
qlo00909  Sesquiterpenoid and triterpenoid biosynthesis
KO pathway
ko00900   
LinkDB

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