KEGG   PATHWAY: mmae00900
Entry
mmae00900                   Pathway                                
Name
Terpenoid backbone biosynthesis - Mycobacterium marinum E11
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
mmae00900  Terpenoid backbone biosynthesis
mmae00900

Module
mmae_M00095  C5 isoprenoid biosynthesis, mevalonate pathway [PATH:mmae00900]
mmae_M00096  C5 isoprenoid biosynthesis, non-mevalonate pathway [PATH:mmae00900]
mmae_M00364  C10-C20 isoprenoid biosynthesis, bacteria [PATH:mmae00900]
Other DBs
GO: 0009240 0016091
Organism
Mycobacterium marinum E11 [GN:mmae]
Gene
MMARE11_19560  dxs1; 1-deoxy-D-xylulose 5-phosphate synthase Dxs1 [KO:K01662] [EC:2.2.1.7]
MMARE11_17660  dxr; 1-deoxy-D-xylulose 5-phosphate reductoisomerase Dxr [KO:K00099] [EC:1.1.1.267]
MMARE11_48970  ispD; 4-diphosphocytidyl-2C-methyl-D-erythritol synthase IspD [KO:K00991] [EC:2.7.7.60]
MMARE11_42910  ispE; 4-diphosphocytidyl-2-C-methyl-D-erythritol kinase IspE [KO:K00919] [EC:2.7.1.148]
MMARE11_48960  ispF; 2C-methyl-D-erythritol 2,4-cyclodiphosphate synthase IspF [KO:K01770] [EC:4.6.1.12]
MMARE11_17680  ispG; 4-hydroxy-3-methylbut-2-en-1-yl diphosphate synthase, IspG [KO:K03526] [EC:1.17.7.1 1.17.7.3]
MMARE11_41750  ispH; 4-hydroxy-3-methylbut-2-enyl diphosphate reductase IspH [KO:K03527] [EC:1.17.7.4]
MMARE11_43600  thiolase [KO:K00626] [EC:2.3.1.9]
MMARE11_48180  ltp3; lipid carrier protein or keto acyl-CoA thiolase Ltp3 [KO:K00626] [EC:2.3.1.9]
MMARE11_48430  fadA5; acetyl-CoA acetyltransferase FadA5 [KO:K00626] [EC:2.3.1.9]
MMARE11_48600  fadA6_1; acetyl-CoA acetyltransferase FadA6_1 [KO:K00626] [EC:2.3.1.9]
MMARE11_04610  fadA2; acetyl-CoA acyltransferase FadA2 [KO:K00626] [EC:2.3.1.9]
MMARE11_26670  conserved hypothetical protein [KO:K00626] [EC:2.3.1.9]
MMARE11_44370  lipid carrier protein or keto acyl-CoA thiolase [KO:K00626] [EC:2.3.1.9]
MMARE11_45030  fadA; acyl-CoA thiolase FadA [KO:K00626] [EC:2.3.1.9]
MMARE11_42130  fadA3; beta-ketoacyl CoA thiolase FadA3 [KO:K00626] [EC:2.3.1.9]
MMARE11_38390  beta-ketoacyl CoA thiolase [KO:K00626] [EC:2.3.1.9]
MMARE11_38840  fadA4; acetyl-CoA acetyltransferase FadA4 [KO:K00626] [EC:2.3.1.9]
MMARE11_31130  pksG; hydroxymethylglutaryl-coenzyme A synthase, PksG [KO:K01641] [EC:2.3.3.10]
MMARE11_31140  hydroxymethylglutaryl-coenzyme A (HMG-CoA) reductase [KO:K00021] [EC:1.1.1.34]
MMARE11_31170  erg12; mevalonate kinase, Erg12 [KO:K00869] [EC:2.7.1.36]
MMARE11_31150  phosphomevalonate kinase [KO:K00938] [EC:2.7.4.2]
MMARE11_31160  diphosphomevalonate decarboxylase [KO:K01597] [EC:4.1.1.33]
MMARE11_31180  idi; isopentenyl-diphosphate delta-isomerase Idi [KO:K01823] [EC:5.3.3.2]
MMARE11_46420  idi2; isopentenyl pyrophosphate isomerase type 2 Idi2 [KO:K01823] [EC:5.3.3.2]
MMARE11_49170  idsA1; multifunctional geranylgeranyl pyrophosphate synthetase IdsA1 [KO:K13787] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
MMARE11_24710  idsB; polyprenyl synthetase IdsB [KO:K13787] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
MMARE11_31080  idsA2; geranylgeranyl pyrophosphate synthetase IdsA2 [KO:K13787] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
MMARE11_31120  idsB_2; polyprenyl synthetase IdsB_2 [KO:K13787] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
MMARE11_31190  idsB_1; polyprenyl synthetase IdsB_1 [KO:K13787] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
MMARE11_46350  crtE; geranylgeranyl pyrophosphate synthase CrtE [KO:K13787] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
MMARE11_42000  uppS; short (C15) chain Z-isoprenyl diphosphate synthase, UppS [KO:K12503] [EC:2.5.1.68]
MMARE11_35790  long (C50) chain Z-isoprenyl diphosphate synthase [KO:K14215] [EC:2.5.1.86]
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
mmae00010  Glycolysis / Gluconeogenesis
mmae00100  Steroid biosynthesis
mmae00130  Ubiquinone and other terpenoid-quinone biosynthesis
mmae00270  Cysteine and methionine metabolism
mmae00906  Carotenoid biosynthesis
KO pathway
ko00900   
LinkDB

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