KEGG   PATHWAY: srw00900
Entry
srw00900                    Pathway                                
Name
Terpenoid backbone biosynthesis - Streptomyces reticuli
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
srw00900  Terpenoid backbone biosynthesis
srw00900

Module
srw_M00096  C5 isoprenoid biosynthesis, non-mevalonate pathway [PATH:srw00900]
srw_M00364  C10-C20 isoprenoid biosynthesis, bacteria [PATH:srw00900]
Other DBs
GO: 0009240 0016091
Organism
Streptomyces reticuli [GN:srw]
Gene
TUE45_06627  dxs_1; 1-deoxy-D-xylulose-5-phosphate synthase [KO:K01662] [EC:2.2.1.7]
TUE45_07308  dxs_2; 1-deoxy-D-xylulose-5-phosphate synthase [KO:K01662] [EC:2.2.1.7]
TUE45_06194  dxr; 1-deoxy-D-xylulose 5-phosphate reductoisomerase [KO:K00099] [EC:1.1.1.267]
TUE45_04144  ispD; 2-C-methyl-D-erythritol 4-phosphate cytidylyltransferase [KO:K00991] [EC:2.7.7.60]
TUE45_04510  ispE; 4-diphosphocytidyl-2-C-methyl-D-erythritol kinase [KO:K00919] [EC:2.7.1.148]
TUE45_04145  ispF; 2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase [KO:K01770] [EC:4.6.1.12]
TUE45_07307  ispG_2; 4-hydroxy-3-methylbut-2-en-1-yl diphosphate synthase [KO:K03526] [EC:1.17.7.1 1.17.7.3]
TUE45_06196  ispG_1; 4-hydroxy-3-methylbut-2-en-1-yl diphosphate synthase [KO:K03526] [EC:1.17.7.1 1.17.7.3]
TUE45_05572  ispH; 4-hydroxy-3-methylbut-2-enyl diphosphate reductase [KO:K03527] [EC:1.17.7.4]
TUE45_02925  fadA_2; Putative acyltransferase [KO:K00626] [EC:2.3.1.9]
TUE45_00988  acetyl-CoA acetyltransferase [KO:K00626] [EC:2.3.1.9]
TUE45_02545  pcaF_1; Beta-ketoadipyl-CoA thiolase [KO:K00626] [EC:2.3.1.9]
TUE45_04579  thlA; Acetyl-CoA acetyltransferase [KO:K00626] [EC:2.3.1.9]
TUE45_05090  fadI_2; 3-ketoacyl-CoA thiolase [KO:K00626] [EC:2.3.1.9]
TUE45_05876  putative acetyl-CoA acetyltransferase [KO:K00626] [EC:2.3.1.9]
TUE45_07273  fadA_3; Putative acyltransferase [KO:K00626] [EC:2.3.1.9]
TUE45_pSRc_0223  pksG; Polyketide biosynthesis 3-hydroxy-3-methylglutaryl-ACP synthase PksG [KO:K01641] [EC:2.3.3.10]
TUE45_05081  putative aromatic acid decarboxylase [KO:K03186] [EC:2.5.1.129]
TUE45_07290  idi; Isopentenyl-diphosphate Delta-isomerase [KO:K01823] [EC:5.3.3.2]
TUE45_05051  ispB; Octaprenyl-diphosphate synthase [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
TUE45_00918  (2E,6E)-farnesyl diphosphate synthase [KO:K13787] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
TUE45_07303  (2E,6E)-farnesyl diphosphate synthase [KO:K13787] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
TUE45_05765  (2E,6E)-farnesyl diphosphate synthase [KO:K13787] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
TUE45_05547  (2Z,6E)-farnesyl diphosphate synthase [KO:K12503] [EC:2.5.1.68]
TUE45_00548  uppS; Isoprenyl transferase [KO:K00806] [EC:2.5.1.31]
TUE45_03107  Trans,polycis-polyprenyl diphosphate synthase ((2Z,6E)-farnesyl diphosphate specific) [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
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
srw00010  Glycolysis / Gluconeogenesis
srw00130  Ubiquinone and other terpenoid-quinone biosynthesis
srw00270  Cysteine and methionine metabolism
srw00906  Carotenoid biosynthesis
srw00909  Sesquiterpenoid and triterpenoid biosynthesis
KO pathway
ko00900   
LinkDB

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