KEGG   PATHWAY: ini00900
Entry
ini00900                    Pathway                                
Name
Terpenoid backbone biosynthesis - Ipomoea nil (Japanese morning glory)
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
ini00900  Terpenoid backbone biosynthesis
ini00900

Module
ini_M00095  C5 isoprenoid biosynthesis, mevalonate pathway [PATH:ini00900]
ini_M00096  C5 isoprenoid biosynthesis, non-mevalonate pathway [PATH:ini00900]
ini_M00366  C10-C20 isoprenoid biosynthesis, plants [PATH:ini00900]
Other DBs
GO: 0009240 0016091
Organism
Ipomoea nil (Japanese morning glory) [GN:ini]
Gene
109153531  DXS1; probable 1-deoxy-D-xylulose-5-phosphate synthase, chloroplastic [KO:K01662] [EC:2.2.1.7]
109171034  probable 1-deoxy-D-xylulose-5-phosphate synthase, chloroplastic [KO:K01662] [EC:2.2.1.7]
109177951  probable 1-deoxy-D-xylulose-5-phosphate synthase 2, chloroplastic [KO:K01662] [EC:2.2.1.7]
109150873  1-deoxy-D-xylulose 5-phosphate reductoisomerase, chloroplastic [KO:K00099] [EC:1.1.1.267]
109185615  2-C-methyl-D-erythritol 4-phosphate cytidylyltransferase, chloroplastic [KO:K00991] [EC:2.7.7.60]
109193050  4-diphosphocytidyl-2-C-methyl-D-erythritol kinase, chloroplastic/chromoplastic [KO:K00919] [EC:2.7.1.148]
109147989  2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase, chloroplastic [KO:K01770] [EC:4.6.1.12]
109173191  4-hydroxy-3-methylbut-2-en-1-yl diphosphate synthase (ferredoxin), chloroplastic [KO:K03526] [EC:1.17.7.1 1.17.7.3]
109161445  4-hydroxy-3-methylbut-2-enyl diphosphate reductase, chloroplastic-like [KO:K03527] [EC:1.17.7.4]
109162031  4-hydroxy-3-methylbut-2-enyl diphosphate reductase, chloroplastic-like [KO:K03527] [EC:1.17.7.4]
109158912  acetyl-CoA acetyltransferase, cytosolic 1 [KO:K00626] [EC:2.3.1.9]
109162810  acetyl-CoA acetyltransferase, cytosolic 1-like [KO:K00626] [EC:2.3.1.9]
109188038  acetyl-CoA acetyltransferase, cytosolic 1-like [KO:K00626] [EC:2.3.1.9]
109168147  hydroxymethylglutaryl-CoA synthase-like [KO:K01641] [EC:2.3.3.10]
109152988  hydroxymethylglutaryl-CoA synthase-like [KO:K01641] [EC:2.3.3.10]
109156531  3-hydroxy-3-methylglutaryl-coenzyme A reductase 1-like [KO:K00021] [EC:1.1.1.34]
109156539  3-hydroxy-3-methylglutaryl-coenzyme A reductase-like [KO:K00021] [EC:1.1.1.34]
109157709  3-hydroxy-3-methylglutaryl-coenzyme A reductase-like [KO:K00021] [EC:1.1.1.34]
109157710  3-hydroxy-3-methylglutaryl-coenzyme A reductase-like [KO:K00021] [EC:1.1.1.34]
109163672  3-hydroxy-3-methylglutaryl-coenzyme A reductase-like [KO:K00021] [EC:1.1.1.34]
109167689  3-hydroxy-3-methylglutaryl-coenzyme A reductase 1-like [KO:K00021] [EC:1.1.1.34]
109157803  3-hydroxy-3-methylglutaryl-coenzyme A reductase-like [KO:K00021] [EC:1.1.1.34]
109157858  3-hydroxy-3-methylglutaryl-coenzyme A reductase 1-like [KO:K00021] [EC:1.1.1.34]
109177861  3-hydroxy-3-methylglutaryl-coenzyme A reductase 1-like [KO:K00021] [EC:1.1.1.34]
109179200  3-hydroxy-3-methylglutaryl-coenzyme A reductase-like [KO:K00021] [EC:1.1.1.34]
109179210  3-hydroxy-3-methylglutaryl-coenzyme A reductase-like [KO:K00021] [EC:1.1.1.34]
109179221  3-hydroxy-3-methylglutaryl-coenzyme A reductase-like [KO:K00021] [EC:1.1.1.34]
109172644  3-hydroxy-3-methylglutaryl-coenzyme A reductase 1-like [KO:K00021] [EC:1.1.1.34]
109166302  3-hydroxy-3-methylglutaryl-coenzyme A reductase 1-like [KO:K00021] [EC:1.1.1.34]
109190731  mevalonate kinase-like [KO:K00869] [EC:2.7.1.36]
109151295  mevalonate kinase-like [KO:K00869] [EC:2.7.1.36]
109149341  phosphomevalonate kinase [KO:K00938] [EC:2.7.4.2]
109176891  diphosphomevalonate decarboxylase MVD2-like [KO:K01597] [EC:4.1.1.33]
109186400  diphosphomevalonate decarboxylase MVD2 [KO:K01597] [EC:4.1.1.33]
109162071  glutamate 5-kinase [KO:K06981] [EC:2.7.4.26]
109188410  isopentenyl-diphosphate Delta-isomerase I-like [KO:K01823] [EC:5.3.3.2]
109149704  isopentenyl-diphosphate Delta-isomerase I [KO:K01823] [EC:5.3.3.2]
109172277  farnesyl pyrophosphate synthase 1-like [KO:K00787] [EC:2.5.1.1 2.5.1.10]
109187962  farnesyl pyrophosphate synthase 1-like [KO:K00787] [EC:2.5.1.1 2.5.1.10]
109165777  solanesyl diphosphate synthase 3, chloroplastic/mitochondrial [KO:K14066] [EC:2.5.1.1]
109168569  geranylgeranyl pyrophosphate synthase, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
109180350  heterodimeric geranylgeranyl pyrophosphate synthase large subunit 1, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
109190726  heterodimeric geranylgeranyl pyrophosphate synthase small subunit, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
109152980  geranylgeranyl pyrophosphate synthase, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
109166201  geranylgeranyl pyrophosphate synthase, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
109168408  geranylgeranyl pyrophosphate synthase, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
109147572  heterodimeric geranylgeranyl pyrophosphate synthase small subunit, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
109150506  probable solanesyl-diphosphate synthase 3, chloroplastic [KO:K05356] [EC:2.5.1.84 2.5.1.85]
109155754  probable solanesyl-diphosphate synthase 3, chloroplastic [KO:K05356] [EC:2.5.1.84 2.5.1.85]
109172742  dehydrodolichyl diphosphate synthase 6-like [KO:K11778] [EC:2.5.1.87]
109191835  dehydrodolichyl diphosphate synthase 6-like [KO:K11778] [EC:2.5.1.87]
109165245  dehydrodolichyl diphosphate synthase complex subunit nus1 [KO:K11778] [EC:2.5.1.87]
109157841  dehydrodolichyl diphosphate synthase 2-like [KO:K11778] [EC:2.5.1.87]
109149888  dehydrodolichyl diphosphate synthase 2-like [KO:K11778] [EC:2.5.1.87]
109160048  dehydrodolichyl diphosphate synthase 6-like [KO:K11778] [EC:2.5.1.87]
109193543  geranylgeranyl diphosphate reductase, chloroplastic [KO:K10960] [EC:1.3.1.83 1.3.1.111]
109148056  geranylgeranyl diphosphate reductase, chloroplastic-like [KO:K10960] [EC:1.3.1.83 1.3.1.111]
109163391  isoprene synthase, chloroplastic-like [KO:K12742] [EC:4.2.3.27]
109163393  isoprene synthase, chloroplastic-like [KO:K12742] [EC:4.2.3.27]
109163396  tricyclene synthase EBOS, chloroplastic-like [KO:K12742] [EC:4.2.3.27]
109163416  probable terpene synthase 12 [KO:K12742] [EC:4.2.3.27]
109188031  isoprene synthase, chloroplastic-like [KO:K12742] [EC:4.2.3.27]
109161940  protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha [KO:K05955] [EC:2.5.1.58 2.5.1.59]
109178319  protein farnesyltransferase subunit beta [KO:K05954] [EC:2.5.1.58]
109155223  CAAX prenyl protease 2 [KO:K08658] [EC:3.4.26.1]
109184960  CAAX prenyl protease 1 homolog [KO:K06013] [EC:3.4.24.84]
109160050  protein-S-isoprenylcysteine O-methyltransferase B-like [KO:K00587] [EC:2.1.1.100]
109189261  probable isoprenylcysteine alpha-carbonyl methylesterase ICMEL2 [KO:K15889] [EC:3.1.1.-]
109161186  probable isoprenylcysteine alpha-carbonyl methylesterase ICMEL2 [KO:K15889] [EC:3.1.1.-]
109171726  probable isoprenylcysteine alpha-carbonyl methylesterase ICMEL2 [KO:K15889] [EC:3.1.1.-]
109172521  farnesylcysteine lyase [KO:K05906] [EC:1.8.3.5 1.8.3.6]
109149773  putative dihydroflavonol 4-reductase [KO:K15891] [EC:1.1.1.354]
109164267  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
ini00010  Glycolysis / Gluconeogenesis
ini00100  Steroid biosynthesis
ini00130  Ubiquinone and other terpenoid-quinone biosynthesis
ini00270  Cysteine and methionine metabolism
ini00510  N-Glycan biosynthesis
ini00902  Monoterpenoid biosynthesis
ini00904  Diterpenoid biosynthesis
ini00906  Carotenoid biosynthesis
ini00908  Zeatin biosynthesis
ini00909  Sesquiterpenoid and triterpenoid biosynthesis
KO pathway
ko00900   
LinkDB

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