CASTANOSPERMINE Chemische Eigenschaften,Einsatz,Produktion Methoden
R-Sätze Betriebsanweisung:
R20/21/22:Gesundheitsschädlich beim Einatmen,Verschlucken und Berührung mit der Haut.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Beschreibung
Glucosidases catalyze the cleavage of individual glucosyl residues from various glycoconjugates, including complex carbohydrates and glycoproteins. Castanospermine is an inhibitor of both α-
and β-
glucosidases, inhibiting lysosomal and neutral α-
glucosidases with K
i values of 0.1 and 10 μM, respectively, and lysosomal and cytosolic β-
glucosidases with K
i values of 7 and 40 μM, respectively. It is effective both
in vitro and
in vivo. Through its effects on glucosidases, castanospermine blocks N-
linked glycosylation during post-
translational modification of proteins, affecting protein trafficking and cell functions that are dependent on glycosylation, including angiogenesis. Castanospermine also interferes with viral replication and infection that is dependent on glucosidase activity.
Chemische Eigenschaften
White Crystalline Solid
Occurrence
The seeds of Castanospermum australe yield this simple alkaloid. It forms colourless crystals
from EtOH and is dextrorotatory with a specific rotation of [α]D25 +79.7° (c 0.93, H20).
Castano spermine has been characterized as the crystalline methiodide, m.p. 11O-112°C.
Verwenden
Castanospermine is a plant alkaloid shown to be a potent inhibitor of lysosomal a-or beta- glucosidase. It also inhibits mammalian glucosidase 1 and beta-mannosidase from sweet almonds and fungal beta-xylosidase.
Biologische Aktivität
Potent inhibitor of α - and β -glucosidases, especially glucosidase l (required for glucoprotein processing by transfer of mannose and glucose from asparagine-linked lipids). Inhibits HIV syncytium formation and replication.
CASTANOSPERMINE Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
Propanoic acid, 2,2-dimethyl-, octahydro-1,6,7-tris(phenylmethoxy)-8-indolizinyl ester, 1S-(1.alpha.,6.beta.,7.alpha.,8.beta.,8a.beta.)-
1,6,7,8-Indolizinetetrol, octahydro-, 1,7,8-triacetate 6-methanesulfonate, 1S-(1.alpha.,6.beta.,7.alpha.,8.beta.,8a.beta.)-
Acetamide, N-1,7,8-tris(acetyloxy)octahydro-6-indolizinyl-, 1S-(1.alpha.,6.beta.,7.alpha.,8.beta.,8a.beta.)-
