KEGG   PATHWAY: sdul00900
Entry
sdul00900                   Pathway                                
Name
Terpenoid backbone biosynthesis - Solanum dulcamara (climbing nightshade)
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
sdul00900  Terpenoid backbone biosynthesis
sdul00900

Module
sdul_M00095  C5 isoprenoid biosynthesis, mevalonate pathway [PATH:sdul00900]
sdul_M00096  C5 isoprenoid biosynthesis, non-mevalonate pathway [PATH:sdul00900]
sdul_M00366  C10-C20 isoprenoid biosynthesis, plants [PATH:sdul00900]
Other DBs
GO: 0009240 0016091
Organism
Solanum dulcamara (climbing nightshade) [GN:sdul]
Gene
129887234  probable 1-deoxy-D-xylulose-5-phosphate synthase, chloroplastic [KO:K01662] [EC:2.2.1.7]
129889330  probable 1-deoxy-D-xylulose-5-phosphate synthase, chloroplastic [KO:K01662] [EC:2.2.1.7]
129897566  probable 1-deoxy-D-xylulose-5-phosphate synthase 2, chloroplastic isoform X1 [KO:K01662] [EC:2.2.1.7]
129894547  1-deoxy-D-xylulose 5-phosphate reductoisomerase, chloroplastic [KO:K00099] [EC:1.1.1.267]
129885975  2-C-methyl-D-erythritol 4-phosphate cytidylyltransferase, chloroplastic [KO:K00991] [EC:2.7.7.60]
129887646  4-diphosphocytidyl-2-C-methyl-D-erythritol kinase, chloroplastic/chromoplastic [KO:K00919] [EC:2.7.1.148]
129890099  2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase, chloroplastic [KO:K01770] [EC:4.6.1.12]
129904093  4-hydroxy-3-methylbut-2-en-1-yl diphosphate synthase (ferredoxin), chloroplastic [KO:K03526] [EC:1.17.7.1 1.17.7.3]
129885476  4-hydroxy-3-methylbut-2-enyl diphosphate reductase, chloroplastic [KO:K03527] [EC:1.17.7.4]
129892212  acetyl-CoA acetyltransferase, cytosolic 1-like [KO:K00626] [EC:2.3.1.9]
129880626  acetyl-CoA acetyltransferase, cytosolic 1 [KO:K00626] [EC:2.3.1.9]
129871302  acetyl-CoA acetyltransferase, cytosolic 1 [KO:K00626] [EC:2.3.1.9]
129888695  hydroxymethylglutaryl-CoA synthase-like [KO:K01641] [EC:2.3.3.10]
129889964  hydroxymethylglutaryl-CoA synthase-like [KO:K01641] [EC:2.3.3.10]
129889965  hydroxymethylglutaryl-CoA synthase-like [KO:K01641] [EC:2.3.3.10]
129879841  hydroxymethylglutaryl-CoA synthase-like [KO:K01641] [EC:2.3.3.10]
129902939  3-hydroxy-3-methylglutaryl coenzyme A reductase 1-like [KO:K00021] [EC:1.1.1.34]
129873330  3-hydroxy-3-methylglutaryl-coenzyme A reductase 1 [KO:K00021] [EC:1.1.1.34]
129895646  3-hydroxy-3-methylglutaryl-coenzyme A reductase 3 [KO:K00021] [EC:1.1.1.34]
129873690  3-hydroxy-3-methylglutaryl-coenzyme A reductase 2 [KO:K00021] [EC:1.1.1.34]
129886213  mevalonate kinase [KO:K00869] [EC:2.7.1.36]
129899387  phosphomevalonate kinase, peroxisomal-like [KO:K00938] [EC:2.7.4.2]
129889626  phosphomevalonate kinase, peroxisomal isoform X1 [KO:K00938] [EC:2.7.4.2]
129900015  diphosphomevalonate decarboxylase 2 [KO:K01597] [EC:4.1.1.33]
129878779  diphosphomevalonate decarboxylase MVD2, peroxisomal-like [KO:K01597] [EC:4.1.1.33]
129870538  isopentenyl phosphate kinase [KO:K06981] [EC:2.7.4.26]
129902829  isopentenyl-diphosphate Delta-isomerase I-like [KO:K01823] [EC:5.3.3.2]
129881117  isopentenyl-diphosphate Delta-isomerase II [KO:K01823] [EC:5.3.3.2]
129870593  farnesyl pyrophosphate synthase-like [KO:K00787] [EC:2.5.1.1 2.5.1.10]
129876089  farnesyl pyrophosphate synthase-like isoform X1 [KO:K00787] [EC:2.5.1.1 2.5.1.10]
129885410  solanesyl diphosphate synthase 3, chloroplastic/mitochondrial isoform X1 [KO:K14066] [EC:2.5.1.1]
129904248  geranylgeranyl pyrophosphate synthase, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
129892447  heterodimeric geranylgeranyl pyrophosphate synthase small subunit, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
129882085  heterodimeric geranylgeranyl pyrophosphate synthase small subunit, chloroplastic-like isoform X1 [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
129873397  geranylgeranyl pyrophosphate synthase 7, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
129873398  geranylgeranyl pyrophosphate synthase, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
129896941  geranylgeranyl pyrophosphate synthase 7, chloroplastic-like [KO:K13789] [EC:2.5.1.1 2.5.1.10 2.5.1.29]
129891976  solanesyl diphosphate synthase 1, chloroplastic-like [KO:K05356] [EC:2.5.1.84 2.5.1.85]
129876625  cis-prenyltransferase 4, chloroplastic isoform X1 [KO:K11778] [EC:2.5.1.87]
129900549  cis-prenyltransferase 7, chloroplastic-like [KO:K11778] [EC:2.5.1.87]
129900934  uncharacterized protein LOC129900934 [KO:K11778] [EC:2.5.1.87]
129891081  (2Z,6Z)-farnesyl diphosphate synthase CPT6, chloroplastic-like [KO:K11778] [EC:2.5.1.87]
129896496  dehydrodolichyl diphosphate synthase CPT3 [KO:K11778] [EC:2.5.1.87]
129896300  geranylgeranyl diphosphate reductase, chloroplastic [KO:K10960] [EC:1.3.1.83 1.3.1.111]
129884876  geranylgeranyl diphosphate reductase, chloroplastic-like [KO:K10960] [EC:1.3.1.83 1.3.1.111]
129898717  protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha isoform X1 [KO:K05955] [EC:2.5.1.58 2.5.1.59]
129874637  protein farnesyltransferase subunit beta isoform X1 [KO:K05954] [EC:2.5.1.58]
129882131  CAAX prenyl protease 2 isoform X1 [KO:K08658] [EC:3.4.26.1]
129886540  CAAX prenyl protease 1 homolog isoform X1 [KO:K06013] [EC:3.4.24.84]
129871506  protein-S-isoprenylcysteine O-methyltransferase A-like isoform X1 [KO:K00587] [EC:2.1.1.100]
129880007  probable isoprenylcysteine alpha-carbonyl methylesterase ICMEL1 [KO:K15889] [EC:3.1.1.-]
129874475  probable isoprenylcysteine alpha-carbonyl methylesterase ICMEL2 [KO:K15889] [EC:3.1.1.-]
129880503  farnesylcysteine lyase [KO:K05906] [EC:1.8.3.5 1.8.3.6]
129880911  uncharacterized protein LOC129880911 isoform X1 [KO:K15891] [EC:1.1.1.354]
129882526  probable phytol kinase 3, chloroplastic [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
sdul00010  Glycolysis / Gluconeogenesis
sdul00100  Steroid biosynthesis
sdul00130  Ubiquinone and other terpenoid-quinone biosynthesis
sdul00270  Cysteine and methionine metabolism
sdul00510  N-Glycan biosynthesis
sdul00902  Monoterpenoid biosynthesis
sdul00904  Diterpenoid biosynthesis
sdul00906  Carotenoid biosynthesis
sdul00908  Zeatin biosynthesis
sdul00909  Sesquiterpenoid and triterpenoid biosynthesis
KO pathway
ko00900   
LinkDB

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