KEGG   PATHWAY: eum00900Help
Entry
eum00900                    Pathway                                

Name
Terpenoid backbone biosynthesis - Escherichia coli O17:K52:H18 UMN026 (ExPEC)
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
BRITE hierarchy
Pathway map
eum00900  Terpenoid backbone biosynthesis
eum00900

Ortholog table
Module
eum_M00096  C5 isoprenoid biosynthesis, non-mevalonate pathway [PATH:eum00900]
eum_M00364  C10-C20 isoprenoid biosynthesis, bacteria [PATH:eum00900]
Other DBs
BSID: 80337
GO: 0009240 0016091
Organism
Escherichia coli O17:K52:H18 UMN026 (ExPEC) [GN:eum]
Gene
ECUMN_0459  dxs; 1-deoxyxylulose-5-phosphate synthase, thiamine-requiring, FAD-requiring [KO:K01662] [EC:2.2.1.7]
ECUMN_0170  dxr; 1-deoxy-D-xylulose 5-phosphate reductoisomerase [KO:K00099] [EC:1.1.1.267]
ECUMN_3071  ispD; 4-diphosphocytidyl-2C-methyl-D-erythritol synthase [KO:K00991] [EC:2.7.7.60]
ECUMN_1505  ispE; 4-diphosphocytidyl-2-C-methylerythritol kinase [KO:K00919] [EC:2.7.1.148]
ECUMN_3070  ispF; 2C-methyl-D-erythritol 2,4-cyclodiphosphate synthase [KO:K01770] [EC:4.6.1.12]
ECUMN_2835  ispG; 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate synthase [KO:K03526] [EC:1.17.7.3 1.17.7.1]
ECUMN_0030  ispH; 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate reductase, 4Fe-4S protein [KO:K03527] [EC:1.17.7.4]
ECUMN_2562  atoB; acetyl-CoA acetyltransferase [KO:K00626] [EC:2.3.1.9]
ECUMN_3172  yqeF; Acetyl-CoA acetyltransferase [KO:K00626] [EC:2.3.1.9]
ECUMN_3231  idi; isopentenyl diphosphate isomerase [KO:K01823] [EC:5.3.3.2]
ECUMN_0460  ispA; geranyltranstransferase [KO:K00795] [EC:2.5.1.10 2.5.1.1]
ECUMN_3667  ispB; octaprenyl diphosphate synthase [KO:K02523] [EC:2.5.1.90]
ECUMN_0171  ispU; undecaprenyl pyrophosphate synthase [KO:K00806] [EC:2.5.1.31]
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
C00621  Dolichyl 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  Dehydrodolichol diphosphate
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  (2Z,6Z,10Z,14Z,18Z,22Z,26Z,30Z,34E)-Decaprenyl diphosphate
C19691  Farnesylcysteine
C19760  (2Z,6Z)-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
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
KO pathway
ko00900   

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