ENTRY       ath00901                    Pathway
NAME        Indole alkaloid biosynthesis - Arabidopsis thaliana (thale cress)
CLASS       Metabolism; Biosynthesis of other secondary metabolites
PATHWAY_MAP ath00901  Indole alkaloid biosynthesis
DBLINKS     GO: 0009709
ORGANISM    Arabidopsis thaliana (thale cress) [GN:ath]
GENE        AT2G20340  AAS; Pyridoxal phosphate (PLP)-dependent transferases superfamily protein [KO:K01593] [EC:4.1.1.28 4.1.1.105]
            AT1G74010  Calcium-dependent phosphotriesterase superfamily protein [KO:K01757] [EC:4.3.3.2]
            AT1G74020  SS2; strictosidine synthase 2 [KO:K01757] [EC:4.3.3.2]
            AT1G74000  SS3; strictosidine synthase 3 [KO:K01757] [EC:4.3.3.2]
COMPOUND    C00031  D-Glucose
            C00078  L-Tryptophan
            C00132  Methanol
            C00398  Tryptamine
            C01091  Deacetylvindoline
            C01626  Vindoline
            C01761  Vomilenine
            C01852  Secologanin
            C02074  Raucaffricine
            C02151  Geissoschizine
            C02673  Desacetoxyvindoline
            C03309  Strictosidine aglycone
            C03470  3-alpha(S)-Strictosidine
            C03677  4,21-Dehydrogeissoschizine
            C04290  4-(3-Methylbut-2-enyl)-L-tryptophan
            C04578  16-Methoxy-2,3-dihydro-3-hydroxytabersonine
            C06068  Elymoclavine
            C06522  Strychnine
            C06535  Physostigmine
            C06536  Harmaline
            C06538  Harmine
            C06542  Ajmaline
            C07201  Vinblastine
            C07204  Vincristine
            C07541  Lysergic acid
            C07544  Ergotamine
            C07576  Psilocybin
            C08312  Psilocin
            C09023  Agroclavine
            C09024  Ajmalicine
            C09028  Alstonine
            C09089  Calligonine
            C09107  Catharanthine
            C09131  Chanoclavine-I
            C09209  Harman
            C09239  Sarpagine
            C09241  Serpentine
            C09243  Tetrahydroharmine
            C09244  Tabersonine
            C11632  Polyneuridine aldehyde
            C11633  16-Epivellosimine
            C11634  Vellosimine
            C11635  10-Deoxysarpagine
            C11641  3',4'-Anhydrovinblastine
            C11642  19-Hydroxytabersonine
            C11643  16-Hydroxytabersonine
            C11675  16-Methoxytabersonine
            C11676  Lochnericine
            C11677  Horhammericine
            C11678  Dialdehyde
            C11679  4,21-Dehydrocorynantheine aldehyde
            C11680  Cathenamine
            C11681  19-epi-Cathenamine
            C11682  Tetrahydroalstonine
            C11683  19-epi-Ajmalicine
            C11691  Stemmadenine
            C11783  Minovincinine
            C11784  Echitovenine
            C11807  Vinorine
            C11808  1,2-Dihydrovomilenine
            C11809  17-O-Acetylnorajmaline
            C11810  Norajmaline
            C11812  Lochnerinine
            C15985  17-O-Acetylajmaline
            C20379  Chanoclavine-I aldehyde
            C20408  Festuclavine
            C20409  6,8-Dimethyl-6,7-didehydroergoline
            C20410  4-Dimethylallyl-L-abrine
            C20436  Fumigaclavine A
            C20437  Fumigaclavine B
            C20438  Fumigaclavine C
            C20457  6,8-Dimethyl-6,7,8,9-tetradehydroergoline
            C21678  (3R)-3-Hydroxy-16-methoxy-1,2-didehydro-2,3-dihydrotabersonine
            C21682  (3R)-3-Hydroxy-2,3-dihydrotabersonine
            C21683  (3R)-3-Hydroxy-1,2-didehydro-2,3-dihydrotabersonine
            C21762  4-Hydroxytryptamine
            C21777  4-Hydroxy-L-tryptophan
            C21778  Norbaeocystin
            C21779  Baeocystin
            C21897  Dihydrochanoclavine-I aldehyde
            C22432  Paspalic acid
REFERENCE   PMID:9622525
  AUTHORS   Rijhwani SK, Shanks JV.
  TITLE     Effect of elicitor dosage and exposure time on biosynthesis of indole alkaloids by Catharanthus roseus hairy root cultures.
  JOURNAL   Biotechnol Prog 14:442-9 (1998)
            DOI:10.1021/bp980029v
REFERENCE   PMID:4698228
  AUTHORS   Madyastha KM, Guarnaccia R, Baxter C, Coscia CJ.
  TITLE     S-Adenosyl-L-methionine: loganic acid methyltransferase. A carboxyl-alkylating enzyme from Vinca rosea.
  JOURNAL   J Biol Chem 248:2497-501 (1973)
REFERENCE   PMID:510306
  AUTHORS   Treimer JF, Zenk MH.
  TITLE     Purification and properties of strictosidine synthase, the key enzyme in indole alkaloid formation.
  JOURNAL   Eur J Biochem 101:225-33 (1979)
            DOI:10.1111/j.1432-1033.1979.tb04235.x
REFERENCE   PMID:10652285
  AUTHORS   Geerlings A, Ibanez MM, Memelink J, van Der Heijden R, Verpoorte R.
  TITLE     Molecular cloning and analysis of strictosidine beta-D-glucosidase, an enzyme in terpenoid indole alkaloid biosynthesis in Catharanthus roseus.
  JOURNAL   J Biol Chem 275:3051-6 (2000)
            DOI:10.1074/jbc.275.5.3051
REFERENCE   PMID:11128
  AUTHORS   Stockigt J, Treimer J, Zenk MH.
  TITLE     Synthesis of ajmalicine and related indole alkaloids by cell free extracts of Catharanthus roseus cell suspension cultures.
  JOURNAL   FEBS Lett 70:267-70 (1976)
            DOI:10.1016/0014-5793(76)80772-7
REFERENCE   PMID:12228585
  AUTHORS   St-Pierre B, De Luca V.
  TITLE     A Cytochrome P-450 Monooxygenase Catalyzes the First Step in the Conversion of Tabersonine to Vindoline in Catharanthus roseus.
  JOURNAL   Plant Physiol 109:131-139 (1995)
            DOI:10.1104/pp.109.1.131
REFERENCE   PMID:10481044
  AUTHORS   Schroder G, Unterbusch E, Kaltenbach M, Schmidt J, Strack D, De Luca V, Schroder J.
  TITLE     Light-induced cytochrome P450-dependent enzyme in indole alkaloid biosynthesis: tabersonine 16-hydroxylase.
  JOURNAL   FEBS Lett 458:97-102 (1999)
            DOI:10.1016/S0014-5793(99)01138-2
REFERENCE   PMID:9654153
  AUTHORS   Sottomayor M, Lopez-Serrano M, DiCosmo F, Ros Barcelo A.
  TITLE     Purification and characterization of alpha-3',4'-anhydrovinblastine synthase (peroxidase-like) from Catharanthus roseus (L.) G. Don.
  JOURNAL   FEBS Lett 428:299-303 (1998)
            DOI:10.1016/S0014-5793(98)00551-1
REFERENCE   PMID:1368411
  AUTHORS   Furuya T, Sakamoto K, Iida K, Asada Y, Yoshikawa T, Sakai S, Aimi N.
  TITLE     Biotransformation of tabersonine in cell suspension cultures of Catharanthus roseus.
  JOURNAL   Phytochemistry 31:3065-8 (1992)
            DOI:10.1016/0031-9422(92)83447-7
REFERENCE   PMID:11154328
  AUTHORS   Laflamme P, St-Pierre B, De Luca V.
  TITLE     Molecular and biochemical analysis of a madagascar periwinkle root-specific minovincinine-19-hydroxy-o-acetyltransferase.
  JOURNAL   Plant Physiol 125:189-98 (2001)
            DOI:10.1104/pp.125.1.189
REFERENCE   PMID:12150812
  AUTHORS   Jain S, Sinha A, Bhakuni DS.
  TITLE     The biosynthesis of beta-carboline and quinolizidine alkaloids of Alangium lamarckii.
  JOURNAL   Phytochemistry 60:853-9 (2002)
            DOI:10.1016/S0031-9422(02)00057-2
REFERENCE   PMID:28763571
  AUTHORS   Fricke J, Blei F, Hoffmeister D
  TITLE     Enzymatic Synthesis of Psilocybin.
  JOURNAL   Angew Chem Int Ed Engl 56:12352-12355 (2017)
            DOI:10.1002/anie.201705489
REL_PATHWAY ath00400  Phenylalanine, tyrosine and tryptophan biosynthesis
            ath00902  Monoterpenoid biosynthesis
KO_PATHWAY  ko00901
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