KEGG   PATHWAY: twl00900
Entry
twl00900                    Pathway                                
Name
Terpenoid backbone biosynthesis - Tripterygium wilfordii (thunder duke vine)
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
twl00900  Terpenoid backbone biosynthesis
twl00900

Module
twl_M00095  C5 isoprenoid biosynthesis, mevalonate pathway [PATH:twl00900]
twl_M00096  C5 isoprenoid biosynthesis, non-mevalonate pathway [PATH:twl00900]
twl_M00366  C10-C20 isoprenoid biosynthesis, plants [PATH:twl00900]
Other DBs
GO: 0009240 0016091
Organism
Tripterygium wilfordii (thunder duke vine) [GN:twl]
Gene
120011859  probable 1-deoxy-D-xylulose-5-phosphate synthase 2, chloroplastic [KO:K01662] [EC:2.2.1.7]
120013458  probable 1-deoxy-D-xylulose-5-phosphate synthase, chloroplastic isoform X1 [KO:K01662] [EC:2.2.1.7]
120014394  probable 1-deoxy-D-xylulose-5-phosphate synthase, chloroplastic isoform X1 [KO:K01662] [EC:2.2.1.7]
119996432  probable 1-deoxy-D-xylulose-5-phosphate synthase 2, chloroplastic [KO:K01662] [EC:2.2.1.7]
119997119  probable 1-deoxy-D-xylulose-5-phosphate synthase, chloroplastic isoform X1 [KO:K01662] [EC:2.2.1.7]
119986406  probable 1-deoxy-D-xylulose-5-phosphate synthase 2, chloroplastic [KO:K01662] [EC:2.2.1.7]
119998815  probable 1-deoxy-D-xylulose-5-phosphate synthase 2, chloroplastic [KO:K01662] [EC:2.2.1.7]
119984402  1-deoxy-D-xylulose 5-phosphate reductoisomerase, chloroplastic [KO:K00099] [EC:1.1.1.267]
120004196  2-C-methyl-D-erythritol 4-phosphate cytidylyltransferase, chloroplastic [KO:K00991] [EC:2.7.7.60]
120011588  4-diphosphocytidyl-2-C-methyl-D-erythritol kinase, chloroplastic/chromoplastic-like [KO:K00919] [EC:2.7.1.148]
119991069  4-diphosphocytidyl-2-C-methyl-D-erythritol kinase, chloroplastic-like [KO:K00919] [EC:2.7.1.148]
119986503  2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase, chloroplastic [KO:K01770] [EC:4.6.1.12]
120015339  4-hydroxy-3-methylbut-2-en-1-yl diphosphate synthase (ferredoxin), chloroplastic-like [KO:K03526] [EC:1.17.7.1 1.17.7.3]
120001337  4-hydroxy-3-methylbut-2-enyl diphosphate reductase, chloroplastic-like [KO:K03527] [EC:1.17.7.4]
119982560  4-hydroxy-3-methylbut-2-enyl diphosphate reductase, chloroplastic-like [KO:K03527] [EC:1.17.7.4]
119991624  acetyl-CoA acetyltransferase, cytosolic 1-like [KO:K00626] [EC:2.3.1.9]
120006424  acetyl-CoA acetyltransferase, cytosolic 1 [KO:K00626] [EC:2.3.1.9]
120006968  acetyl-CoA acetyltransferase, cytosolic 1 [KO:K00626] [EC:2.3.1.9]
119987539  hydroxymethylglutaryl-CoA synthase-like [KO:K01641] [EC:2.3.3.10]
120016958  hydroxymethylglutaryl-CoA synthase-like [KO:K01641] [EC:2.3.3.10]
120002099  3-hydroxy-3-methylglutaryl-coenzyme A reductase 1-like [KO:K00021] [EC:1.1.1.34]
120009517  3-hydroxy-3-methylglutaryl-coenzyme A reductase 1 [KO:K00021] [EC:1.1.1.34]
120010889  3-hydroxy-3-methylglutaryl-coenzyme A reductase 1-like [KO:K00021] [EC:1.1.1.34]
120000109  mevalonate kinase-like [KO:K00869] [EC:2.7.1.36]
120010064  mevalonate kinase-like [KO:K00869] [EC:2.7.1.36]
119980134  phosphomevalonate kinase, peroxisomal-like [KO:K00938] [EC:2.7.4.2]
119987072  phosphomevalonate kinase, peroxisomal-like [KO:K00938] [EC:2.7.4.2]
119988909  diphosphomevalonate decarboxylase MVD2, peroxisomal [KO:K01597] [EC:4.1.1.33]
120005249  diphosphomevalonate decarboxylase MVD2, peroxisomal-like [KO:K01597] [EC:4.1.1.33]
120001932  isopentenyl phosphate kinase isoform X1 [KO:K06981] [EC:2.7.4.26]
119992179  isopentenyl-diphosphate Delta-isomerase I [KO:K01823] [EC:5.3.3.2]
120007948  isopentenyl-diphosphate Delta-isomerase I-like [KO:K01823] [EC:5.3.3.2]
119988297  farnesyl pyrophosphate synthase-like [KO:K00787] [EC:2.5.1.1 2.5.1.10]
119989416  farnesyl pyrophosphate synthase 1 [KO:K00787] [EC:2.5.1.1 2.5.1.10]
119986262  farnesyl pyrophosphate synthase isoform X1 [KO:K00787] [EC:2.5.1.1 2.5.1.10]
120015109  solanesyl diphosphate synthase 3, chloroplastic/mitochondrial-like isoform X1 [KO:K14066] [EC:2.5.1.1]
119998985  solanesyl diphosphate synthase 3, chloroplastic/mitochondrial-like isoform X1 [KO:K14066] [EC:2.5.1.1]
119988516  geranylgeranyl pyrophosphate synthase, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
120012398  geranylgeranyl pyrophosphate synthase, chloroplastic-like isoform X1 [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
120013741  geranylgeranyl pyrophosphate synthase, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
120013763  geranylgeranyl pyrophosphate synthase, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
120013772  geranylgeranyl pyrophosphate synthase, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
119990382  heterodimeric geranylgeranyl pyrophosphate synthase small subunit, chloroplastic [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
120002504  geranylgeranyl pyrophosphate synthase 7, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
120002653  geranylgeranyl pyrophosphate synthase, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
120013796  geranylgeranyl pyrophosphate synthase, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
120003084  heterodimeric geranylgeranyl pyrophosphate synthase large subunit 1, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
120003733  geranylgeranyl pyrophosphate synthase, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
120015576  geranylgeranyl pyrophosphate synthase, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
119982327  geranylgeranyl pyrophosphate synthase, chloroplastic-like isoform X1 [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
119983433  geranylgeranyl pyrophosphate synthase 7, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
120007041  geranylgeranyl pyrophosphate synthase, chloroplastic/chromoplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
119983976  geranylgeranyl pyrophosphate synthase, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
119983977  geranylgeranyl pyrophosphate synthase 7, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
119998513  geranylgeranyl pyrophosphate synthase, chloroplastic/chromoplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
119999095  geranylgeranyl pyrophosphate synthase, chloroplastic/chromoplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
119986060  solanesyl diphosphate synthase 1, chloroplastic-like isoform X1 [KO:K05356] [EC:2.5.1.84 2.5.1.85]
120012030  dehydrodolichyl diphosphate synthase 6-like isoform X1 [KO:K11778] [EC:2.5.1.87]
120001705  dehydrodolichyl diphosphate synthase complex subunit NUS1-like isoform X1 [KO:K11778] [EC:2.5.1.87]
119991769  dehydrodolichyl diphosphate synthase complex subunit NUS1-like isoform X1 [KO:K11778] [EC:2.5.1.87]
119981863  dehydrodolichyl diphosphate synthase complex subunit NUS1-like [KO:K11778] [EC:2.5.1.87]
120007484  dehydrodolichyl diphosphate synthase CPT3-like [KO:K11778] [EC:2.5.1.87]
120010694  dehydrodolichyl diphosphate synthase CPT3-like [KO:K11778] [EC:2.5.1.87]
119990626  geranylgeranyl diphosphate reductase-like [KO:K10960] [EC:1.3.1.83 1.3.1.111]
120009962  geranylgeranyl diphosphate reductase, chloroplastic [KO:K10960] [EC:1.3.1.83 1.3.1.111]
119992103  probable terpene synthase 12 isoform X1 [KO:K12742] [EC:4.2.3.27]
120007178  probable terpene synthase 12 [KO:K12742] [EC:4.2.3.27]
119989216  protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha [KO:K05955] [EC:2.5.1.58 2.5.1.59]
120011561  protein farnesyltransferase subunit beta-like isoform X1 [KO:K05954] [EC:2.5.1.58]
120013135  CAAX prenyl protease 2-like isoform X1 [KO:K08658] [EC:3.4.26.1]
119998258  CAAX prenyl protease 2-like isoform X1 [KO:K08658] [EC:3.4.26.1]
119983126  CAAX prenyl protease 1 homolog isoform X1 [KO:K06013] [EC:3.4.24.84]
119991566  protein-S-isoprenylcysteine O-methyltransferase A [KO:K00587] [EC:2.1.1.100]
120011968  isoprenylcysteine alpha-carbonyl methylesterase ICME-like isoform X1 [KO:K15889] [EC:3.1.1.-]
120001639  probable isoprenylcysteine alpha-carbonyl methylesterase ICMEL1 [KO:K15889] [EC:3.1.1.-]
119982529  probable isoprenylcysteine alpha-carbonyl methylesterase ICMEL1 [KO:K15889] [EC:3.1.1.-]
119998383  isoprenylcysteine alpha-carbonyl methylesterase ICME-like isoform X1 [KO:K15889] [EC:3.1.1.-]
119991679  farnesylcysteine lyase [KO:K05906] [EC:1.8.3.5 1.8.3.6]
120009004  putative dihydroflavonol 4-reductase [KO:K15891] [EC:1.1.1.354]
120003144  probable phytol kinase 3, chloroplastic isoform X1 [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
twl00010  Glycolysis / Gluconeogenesis
twl00100  Steroid biosynthesis
twl00130  Ubiquinone and other terpenoid-quinone biosynthesis
twl00270  Cysteine and methionine metabolism
twl00510  N-Glycan biosynthesis
twl00902  Monoterpenoid biosynthesis
twl00904  Diterpenoid biosynthesis
twl00906  Carotenoid biosynthesis
twl00908  Zeatin biosynthesis
twl00909  Sesquiterpenoid and triterpenoid biosynthesis
KO pathway
ko00900   
LinkDB

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