KEGG   PATHWAY: msp00900
Entry
msp00900                    Pathway                                
Name
Terpenoid backbone biosynthesis - Mycolicibacterium gilvum Spyr1
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
msp00900  Terpenoid backbone biosynthesis
msp00900

Module
msp_M00096  C5 isoprenoid biosynthesis, non-mevalonate pathway [PATH:msp00900]
msp_M00364  C10-C20 isoprenoid biosynthesis, bacteria [PATH:msp00900]
Other DBs
GO: 0009240 0016091
Organism
Mycolicibacterium gilvum Spyr1 [GN:msp]
Gene
Mspyr1_32680  1-deoxy-D-xylulose-5-phosphate synthase [KO:K01662] [EC:2.2.1.7]
Mspyr1_34260  1-deoxy-D-xylulose 5-phosphate reductoisomerase [KO:K00099] [EC:1.1.1.267]
Mspyr1_19550  4-diphosphocytidyl-2-methyl-D-erythritol synthase [KO:K00991] [EC:2.7.7.60]
Mspyr1_19560  4-diphosphocytidyl-2-methyl-D-erythritol synthase [KO:K00991] [EC:2.7.7.60]
Mspyr1_13370  4-diphosphocytidyl-2-C-methyl-D-erythritol kinase [KO:K00919] [EC:2.7.1.148]
Mspyr1_47220  2C-methyl-D-erythritol 2,4-cyclodiphosphate synthase [KO:K01770] [EC:4.6.1.12]
Mspyr1_34240  4-hydroxy-3-methylbut-2-en-1-yl diphosphate synthase [KO:K03526] [EC:1.17.7.1 1.17.7.3]
Mspyr1_15030  4-hydroxy-3-methylbut-2-enyl diphosphate reductase [KO:K03527] [EC:1.17.7.4]
Mspyr1_17730  acetyl-CoA acetyltransferase [KO:K00626] [EC:2.3.1.9]
Mspyr1_26710  acetyl-CoA acetyltransferase [KO:K00626] [EC:2.3.1.9]
Mspyr1_19320  acetyl-CoA acetyltransferase [KO:K00626] [EC:2.3.1.9]
Mspyr1_12690  acetyl-CoA acetyltransferase [KO:K00626] [EC:2.3.1.9]
Mspyr1_14640  acetyl-CoA acetyltransferase [KO:K00626] [EC:2.3.1.9]
Mspyr1_11920  acetyl-CoA acetyltransferase [KO:K00626] [EC:2.3.1.9]
Mspyr1_03430  3-ketoacyl-CoA thiolase [KO:K00626] [EC:2.3.1.9]
Mspyr1_10730  acetyl-CoA acetyltransferase [KO:K00626] [EC:2.3.1.9]
Mspyr1_48300  acetyl-CoA acetyltransferase [KO:K00626] [EC:2.3.1.9]
Mspyr1_08910  acetyl-CoA acetyltransferase [KO:K00626] [EC:2.3.1.9]
Mspyr1_09200  acetyl-CoA acetyltransferase [KO:K00626] [EC:2.3.1.9]
Mspyr1_46830  acetyl-CoA acetyltransferase [KO:K00626] [EC:2.3.1.9]
Mspyr1_37170  acetyl-CoA acetyltransferase [KO:K00626] [EC:2.3.1.9]
Mspyr1_35300  isopentenyl-diphosphate delta-isomerase, type 2 [KO:K01823] [EC:5.3.3.2]
Mspyr1_12430  isopentenyl-diphosphate delta-isomerase [KO:K01823] [EC:5.3.3.2]
Mspyr1_12490  geranylgeranyl pyrophosphate synthase [KO:K13787] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
Mspyr1_23080  geranylgeranyl pyrophosphate synthase [KO:K13787] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
Mspyr1_14790  Undecaprenyl pyrophosphate synthetase [KO:K12503] [EC:2.5.1.68]
Mspyr1_40870  undecaprenyl pyrophosphate synthase [KO:K12503] [EC:2.5.1.68]
Mspyr1_21510  Undecaprenyl pyrophosphate synthetase [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
msp00010  Glycolysis / Gluconeogenesis
msp00100  Steroid biosynthesis
msp00130  Ubiquinone and other terpenoid-quinone biosynthesis
msp00270  Cysteine and methionine metabolism
msp00906  Carotenoid biosynthesis
KO pathway
ko00900   
LinkDB

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