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Structure type: monomer
Trivial name: deacetylipecoside
Compound class: glycoside
Contained glycoepitopes: IEDB_142488,IEDB_146664,IEDB_983931,SB_192

• Article ID: 12116
  De-Eknamkul W, Suttipanta N, Kutchan TM "Purification and characterization of deacetylipecoside synthase from Alangium lamarckii Thw." - Phytochemistry 55(2) (2000) 177-181
  

  Deacetylipecoside synthase (DIS), the enzyme catalyzing the condensation of dopamine and secologanin to form the (R)-epimer of deacetylipecoside, has been purified 570-fold from the leaves of Alangium lamarckii and partially characterized. The isolated enzyme is a single polypeptide with Mr 30,000, and has a pH optimum at 7.5 and a temperature optimum at 45 degrees C. The apparent Km values for dopamine and secologanin are 0.7 and 0.9 mM, respectively. DIS exhibits high substrate specificity toward dopamine, whereas neither tyramine nor tryptamine are utilized. The enzyme activity is not inhibited by its substrate dopamine, but is inhibited by alangimakine and dehydroalangimakine with similar I50 values of 10 μM. DIS presumably provides (R)-deacetylipecoside for the formation of tetrahydroisoquinoline monoterpene glucosides that also possess an (R)-configuration at the same chiral center.

  characterization, purification, Alangiaceae, Alangium lamarkii, deacetylipecoside, deacetylipecoside synthase, isoquinoline monoterpenoid biosynthesis

  NCBI PubMed ID: 11065292
  Publication DOI: 10.1016/s0031-9422(00)00260-0
  Journal NLM ID: 0151434
  Publisher: Elsevier
  Correspondence: De-Eknamkul W
  Institutions: Department of Pharmacognosy, Faculty of Pharmaceutical Sciences, Chulalongkorn University, Bangkok, Thailand, Leibniz-Institüt für Pflanzenbiochemie, Halle (Saale), Germany
  Methods: SDS-PAGE, inhibition studies, radiolabeling, radioactivity measurement, HPLC, GPC, extraction, CC, enzymatic assay, precipitation, centrifugation
  
   
  
  Alangium lamarckii
  CSDB ID 65257 (all data & tools)

Show legend Show as text

Structure type: monomer
Compound class: glycoside
Contained glycoepitopes: IEDB_142488,IEDB_146664,IEDB_983931,SB_192

• Article ID: 12746
  Tanahashi T, Kobayashi C, Itoh A, Nagakura N, Inoue K, Kuwajima H, Wu HX "A tetrahydroisoquinoline-monoterpene glucoside and an iridoid glucoside from Alangium kurzii" - Chemical and Pharmaceutical Bulletin 48(3) (2000) 415-419
  

  From the leaves of Alangium kurzii, a new tetrahydroisoquinoline-monoterpene glucoside, 6-O-methyl-N-deacetylipecosidic acid and a new iridoid glucoside, 10-O-benzoyladoxosidic acid, were isolated along with alangiside, demethylalangiside, 6"-O-β-D-glucosylhenryoside, uridine and four known flavonoid glycosides. The structures of new glucosides were determined on the basis of spectroscopic and chemical methods.

  Alangiaceae, Alangium kurzii, 6-O-methyl-N-deacetylipecosidic acid, 10-O-benzoyladoxosidic acid

  NCBI PubMed ID: 10726868
  Publication DOI: 10.1248/cpb.48.415
  Journal NLM ID: 0377775
  Publisher: Pharmaceutical Society Of Japan
  Institutions: Kobe Pharmaceutical University, Kobe, Japan, Gifu Pharmaceutical University, Mitahora-higashi, Japan, Faculty of Pharmaceutical Sciences, Kinki University, Higashiosaka, Japan, Yunnan Pharmaceutical Group Corporation Technical Center, Kunming, China
  Methods: 13C NMR, 1H NMR, NMR-2D, FAB-MS, TLC, ESI-MS, HPLC, extraction, CC
  
   
  
  Alangium kurzii
  CSDB ID 68125 (all data & tools)