KEGG   PATHWAY: nta00900
Entry
nta00900                    Pathway                                
Name
Terpenoid backbone biosynthesis - Nicotiana tabacum (common tobacco)
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
nta00900  Terpenoid backbone biosynthesis
nta00900

Module
nta_M00095  C5 isoprenoid biosynthesis, mevalonate pathway [PATH:nta00900]
nta_M00096  C5 isoprenoid biosynthesis, non-mevalonate pathway [PATH:nta00900]
nta_M00366  C10-C20 isoprenoid biosynthesis, plants [PATH:nta00900]
Other DBs
GO: 0009240 0016091
Organism
Nicotiana tabacum (common tobacco) [GN:nta]
Gene
107790348  dxs; probable 1-deoxy-D-xylulose-5-phosphate synthase, chloroplastic [KO:K01662] [EC:2.2.1.7]
107818796  dxs; probable 1-deoxy-D-xylulose-5-phosphate synthase, chloroplastic [KO:K01662] [EC:2.2.1.7]
107773391  probable 1-deoxy-D-xylulose-5-phosphate synthase 2, chloroplastic [KO:K01662] [EC:2.2.1.7]
107820860  probable 1-deoxy-D-xylulose-5-phosphate synthase, chloroplastic [KO:K01662] [EC:2.2.1.7]
107814766  probable 1-deoxy-D-xylulose-5-phosphate synthase, chloroplastic [KO:K01662] [EC:2.2.1.7]
107818871  DXR; 1-deoxy-D-xylulose 5-phosphate reductoisomerase, chloroplastic [KO:K00099] [EC:1.1.1.267]
107779016  1-deoxy-D-xylulose 5-phosphate reductoisomerase, chloroplastic-like [KO:K00099] [EC:1.1.1.267]
107768615  2-C-methyl-D-erythritol 4-phosphate cytidylyltransferase, chloroplastic-like [KO:K00991] [EC:2.7.7.60]
107791921  2-C-methyl-D-erythritol 4-phosphate cytidylyltransferase, chloroplastic-like [KO:K00991] [EC:2.7.7.60]
107788194  4-diphosphocytidyl-2-C-methyl-D-erythritol kinase, chloroplastic/chromoplastic-like [KO:K00919] [EC:2.7.1.148]
107822567  4-diphosphocytidyl-2-C-methyl-D-erythritol kinase, chloroplastic/chromoplastic [KO:K00919] [EC:2.7.1.148]
107774746  2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase, chloroplastic-like [KO:K01770] [EC:4.6.1.12]
107829217  2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase, chloroplastic-like [KO:K01770] [EC:4.6.1.12]
107796388  4-hydroxy-3-methylbut-2-en-1-yl diphosphate synthase (ferredoxin), chloroplastic [KO:K03526] [EC:1.17.7.1 1.17.7.3]
107760258  ISPH; 4-hydroxy-3-methylbut-2-enyl diphosphate reductase, chloroplastic-like [KO:K03527] [EC:1.17.7.4]
107765472  4-hydroxy-3-methylbut-2-enyl diphosphate reductase, chloroplastic-like [KO:K03527] [EC:1.17.7.4]
107765596  acetyl-CoA acetyltransferase, cytosolic 1 [KO:K00626] [EC:2.3.1.9]
107797603  acetyl-CoA acetyltransferase, cytosolic 1-like [KO:K00626] [EC:2.3.1.9]
107819057  acetyl-CoA acetyltransferase, cytosolic 1-like [KO:K00626] [EC:2.3.1.9]
107819092  acetyl-CoA acetyltransferase, cytosolic 1-like [KO:K00626] [EC:2.3.1.9]
107809709  AACT2; acetyl-CoA acetyltransferase, cytosolic 1-like [KO:K00626] [EC:2.3.1.9]
107777352  hydroxymethylglutaryl-CoA synthase-like [KO:K01641] [EC:2.3.3.10]
107796407  hydroxymethylglutaryl-CoA synthase-like [KO:K01641] [EC:2.3.3.10]
107802821  hydroxymethylglutaryl-CoA synthase-like [KO:K01641] [EC:2.3.3.10]
107816507  hydroxymethylglutaryl-CoA synthase-like [KO:K01641] [EC:2.3.3.10]
107805038  hydroxymethylglutaryl-CoA synthase-like [KO:K01641] [EC:2.3.3.10]
107798568  hydroxymethylglutaryl-CoA synthase-like [KO:K01641] [EC:2.3.3.10]
107772124  3-hydroxy-3-methylglutaryl-coenzyme A reductase 1 [KO:K00021] [EC:1.1.1.34]
107759218  3-hydroxy-3-methylglutaryl-coenzyme A reductase 1-like [KO:K00021] [EC:1.1.1.34]
107832729  HMGR1; 3-hydroxy-3-methylglutaryl-coenzyme A reductase 1-like [KO:K00021] [EC:1.1.1.34]
107777769  HMGR2; 3-hydroxy-3-methylglutaryl-coenzyme A reductase-like [KO:K00021] [EC:1.1.1.34]
107770799  3-hydroxy-3-methylglutaryl-coenzyme A reductase-like [KO:K00021] [EC:1.1.1.34]
107772411  3-hydroxy-3-methylglutaryl-coenzyme A reductase [KO:K00021] [EC:1.1.1.34]
107765219  3-hydroxy-3-methylglutaryl-coenzyme A reductase 1-like [KO:K00021] [EC:1.1.1.34]
107815397  mevalonate kinase-like [KO:K00869] [EC:2.7.1.36]
107829822  mevalonate kinase-like [KO:K00869] [EC:2.7.1.36]
107766711  mevalonate kinase-like [KO:K00869] [EC:2.7.1.36]
107826217  mevalonate kinase-like [KO:K00869] [EC:2.7.1.36]
107822239  phosphomevalonate kinase-like [KO:K00938] [EC:2.7.4.2]
107791244  phosphomevalonate kinase-like [KO:K00938] [EC:2.7.4.2]
107811776  diphosphomevalonate decarboxylase MVD2-like [KO:K01597] [EC:4.1.1.33]
107759723  diphosphomevalonate decarboxylase MVD2-like [KO:K01597] [EC:4.1.1.33]
107817230  diphosphomevalonate decarboxylase MVD2-like [KO:K01597] [EC:4.1.1.33]
107763449  diphosphomevalonate decarboxylase MVD2-like [KO:K01597] [EC:4.1.1.33]
107793526  uncharacterized LOC107793526 [KO:K06981] [EC:2.7.4.26]
107805486  delta-1-pyrroline-5-carboxylate synthase-like [KO:K06981] [EC:2.7.4.26]
107827379  isopentenyl-diphosphate Delta-isomerase I-like [KO:K01823] [EC:5.3.3.2]
107808635  ipi2; isopentenyl-diphosphate Delta-isomerase I-like [KO:K01823] [EC:5.3.3.2]
107821723  isopentenyl-diphosphate Delta-isomerase I-like [KO:K01823] [EC:5.3.3.2]
107821727  isopentenyl-diphosphate Delta-isomerase I-like [KO:K01823] [EC:5.3.3.2]
107808544  isopentenyl-diphosphate Delta-isomerase I [KO:K01823] [EC:5.3.3.2]
107828834  ipi1; isopentenyl-diphosphate Delta-isomerase I-like [KO:K01823] [EC:5.3.3.2]
107765018  farnesyl pyrophosphate synthase 1-like [KO:K00787] [EC:2.5.1.1 2.5.1.10]
107806551  fps; farnesyl pyrophosphate synthase 1-like [KO:K00787] [EC:2.5.1.1 2.5.1.10]
107779968  farnesyl pyrophosphate synthase 1-like [KO:K00787] [EC:2.5.1.1 2.5.1.10]
107795792  FPPS; farnesyl pyrophosphate synthase 1-like [KO:K00787] [EC:2.5.1.1 2.5.1.10]
107776134  solanesyl diphosphate synthase 3, chloroplastic/mitochondrial-like [KO:K14066] [EC:2.5.1.1]
107781844  solanesyl diphosphate synthase 3, chloroplastic/mitochondrial-like [KO:K14066] [EC:2.5.1.1]
107767572  geranylgeranyl pyrophosphate synthase 7, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
107767573  geranylgeranyl pyrophosphate synthase, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
107779444  heterodimeric geranylgeranyl pyrophosphate synthase small subunit, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
107775163  heterodimeric geranylgeranyl pyrophosphate synthase small subunit, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
107770520  heterodimeric geranylgeranyl pyrophosphate synthase small subunit, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
107774226  GGPPS1; geranylgeranyl pyrophosphate synthase, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
107822513  GGPPS2; geranylgeranyl pyrophosphate synthase 7, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
107799555  GGPPS4; geranylgeranyl pyrophosphate synthase 7, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
107799556  GGPPS3; geranylgeranyl pyrophosphate synthase, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
107788443  heterodimeric geranylgeranyl pyrophosphate synthase small subunit, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
107761874  geranylgeranyl pyrophosphate synthase, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
107832641  probable solanesyl-diphosphate synthase 3, chloroplastic [KO:K05356] [EC:2.5.1.84 2.5.1.85]
107765960  probable solanesyl-diphosphate synthase 3, chloroplastic [KO:K05356] [EC:2.5.1.84 2.5.1.85]
107776412  dehydrodolichyl diphosphate synthase 6-like [KO:K11778] [EC:2.5.1.87]
107780944  dimethylallylcistransferase, chloroplastic-like [KO:K11778] [EC:2.5.1.87]
107832509  dehydrodolichyl diphosphate syntase complex subunit NUS1-like [KO:K11778] [EC:2.5.1.87]
107763506  dehydrodolichyl diphosphate synthase 6-like [KO:K11778] [EC:2.5.1.87]
107826870  dehydrodolichyl diphosphate synthase 6-like [KO:K11778] [EC:2.5.1.87]
107826874  dehydrodolichyl diphosphate synthase 6-like [KO:K11778] [EC:2.5.1.87]
107810503  dehydrodolichyl diphosphate synthase 2-like [KO:K11778] [EC:2.5.1.87]
107780143  dehydrodolichyl diphosphate synthase 6-like [KO:K11778] [EC:2.5.1.87]
107814918  dehydrodolichyl diphosphate synthase 6-like [KO:K11778] [EC:2.5.1.87]
107814919  dehydrodolichyl diphosphate synthase 6-like [KO:K11778] [EC:2.5.1.87]
107820482  dehydrodolichyl diphosphate syntase complex subunit NUS1-like [KO:K11778] [EC:2.5.1.87]
107823394  dehydrodolichyl diphosphate synthase 6-like [KO:K11778] [EC:2.5.1.87]
107805010  dehydrodolichyl diphosphate synthase 2-like [KO:K11778] [EC:2.5.1.87]
107811622  dimethylallylcistransferase, chloroplastic-like [KO:K11778] [EC:2.5.1.87]
107769989  geranylgeranyl diphosphate reductase, chloroplastic-like [KO:K10960] [EC:1.3.1.83 1.3.1.111]
107783257  chlP; geranylgeranyl diphosphate reductase, chloroplastic [KO:K10960] [EC:1.3.1.83 1.3.1.111]
107830453  GGR; geranylgeranyl diphosphate reductase, chloroplastic-like [KO:K10960] [EC:1.3.1.83 1.3.1.111]
107803012  geranylgeranyl diphosphate reductase, chloroplastic-like [KO:K10960] [EC:1.3.1.83 1.3.1.111]
107814428  Ntalpha; protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha-like [KO:K05955] [EC:2.5.1.58 2.5.1.59]
107798306  protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha [KO:K05955] [EC:2.5.1.58 2.5.1.59]
107777651  protein farnesyltransferase subunit beta-like [KO:K05954] [EC:2.5.1.58]
107827532  NtbetaF; protein farnesyltransferase subunit beta-like [KO:K05954] [EC:2.5.1.58]
107763027  CAAX prenyl protease 2-like [KO:K08658] [EC:3.4.26.1]
107812696  CAAX prenyl protease 2-like [KO:K08658] [EC:3.4.26.1]
107824440  CAAX prenyl protease 1 homolog [KO:K06013] [EC:3.4.24.84]
107803241  CAAX prenyl protease 1 homolog [KO:K06013] [EC:3.4.24.84]
107758921  CAAX prenyl protease 1 homolog [KO:K06013] [EC:3.4.24.84]
107777792  CAAX prenyl protease 1 homolog [KO:K06013] [EC:3.4.24.84]
107811658  protein-S-isoprenylcysteine O-methyltransferase B-like [KO:K00587] [EC:2.1.1.100]
107821842  protein-S-isoprenylcysteine O-methyltransferase A-like [KO:K00587] [EC:2.1.1.100]
107780702  probable isoprenylcysteine alpha-carbonyl methylesterase ICMEL1 [KO:K15889] [EC:3.1.1.-]
107792450  probable isoprenylcysteine alpha-carbonyl methylesterase ICMEL2 [KO:K15889] [EC:3.1.1.-]
107784456  probable isoprenylcysteine alpha-carbonyl methylesterase ICMEL1 [KO:K15889] [EC:3.1.1.-]
107794369  probable isoprenylcysteine alpha-carbonyl methylesterase ICMEL2 [KO:K15889] [EC:3.1.1.-]
107795977  farnesylcysteine lyase-like [KO:K05906] [EC:1.8.3.5 1.8.3.6]
107826766  farnesylcysteine lyase [KO:K05906] [EC:1.8.3.5 1.8.3.6]
107771557  putative dihydroflavonol-4-reductase [KO:K15891] [EC:1.1.1.354]
107803068  putative dihydroflavonol-4-reductase [KO:K15891] [EC:1.1.1.354]
107760928  putative dihydroflavonol-4-reductase [KO:K15891] [EC:1.1.1.354]
107798184  probable phytol kinase 2, chloroplastic [KO:K15892] [EC:2.7.1.216]
107802957  probable phytol kinase 3, chloroplastic [KO:K15892] [EC:2.7.1.216]
107825879  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
nta00010  Glycolysis / Gluconeogenesis
nta00100  Steroid biosynthesis
nta00130  Ubiquinone and other terpenoid-quinone biosynthesis
nta00270  Cysteine and methionine metabolism
nta00510  N-Glycan biosynthesis
nta00902  Monoterpenoid biosynthesis
nta00904  Diterpenoid biosynthesis
nta00906  Carotenoid biosynthesis
nta00908  Zeatin biosynthesis
nta00909  Sesquiterpenoid and triterpenoid biosynthesis
KO pathway
ko00900   
LinkDB

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