Swainsonine (Synthetic)

CAS: 72741-87-8

Ref. TR-S885000

Produktinformation

• Name: Swainsonine (Synthetic)
• Synonyme: (1S,2R,8R,8aR)-1,2,3,5,6,7,8,8a-octahydroindolizine-1,2,8-triol, (1S,2R,8R,8aR)-Octahydro-1,2,8-indolizinetriol, (1S,2R,8R,8aR)-octahydroindolizine-1,2,8-triol, (8R,8aR)-octahydroindolizine-1,2,8-triol, 1,2,8-Indolizinetriol, octahydro-, (1S,2R,8R,8aR)-, 1,2,8-Indolizinetriol, octahydro-, [1S-(1α,2α,8β,8aβ)]-, <span class="text-smallcaps">D</span>-Swainsonine, Swainsonine, Swainsonine From Rhizoctonia*Leguminicola, Swainsonine Synthetic, Swainsonine, Swainsona canescens, Tridolgosir

Beschreibung

Applications Swainsonine is a plant alkaloid derived from Swainsona canescens (a leguminous plant). It is a reversible, active-site directed inhibitor of a-mannosidase at concentrations of 5-10mM. At acid pH, swainsonine resembles an intermediate in the hydrolysis of mannosidases.Swainsonine completely inhibits mammalian Golgi a-mannosidase II (a-3/6-mannosidase in the glycoprotein processing pathway) and mammalian lysosomal a-mannosidase (acid mannosidase). At higher concentrations, swainsonine also inhibits mammalian cytosolic a-mannosidase. It has been shown to inhibit growth of transformed fibroblasts in soft agar and to enhance the antiproliferative effects of INF on murine lymphoreticular tumor cells in vitro. It also blocks the expression of b1-6 branched complex-type oligosaccharides and shun
References J. Biol. Chem., 258, 7578-7585 (1983), Methods Enzymol., 98, 135 (1983), EMBO Journal, 3, 551-556 (1984), Mol. Cell. Biol., 5, 3467-3475 (1985), Int. J. Cancer, 44, 685 (1989),Melanoma Res., 1, 43 (1991), Bonay, P., & Fresno, M.: Glycobiology, 9(5), 423-433 (1999), Klein, J-LD, et al.: Br. J. of Cancer, 80(1/2), 87-95 (1999)

• Marke: TRC

Chemische Eigenschaften

• Molekulargewicht: 173.21
• Formel: C₈H₁₅NO₃
• Farbe/Form: Off White Solid
• InChl: InChI=1S/C8H15NO3/c10-5-2-1-3-9-4-6(11)8(12)7(5)9/h5-8,10-12H,1-4H2/t5-,6-,7-,8-/m1/s1
• InChI Key: InChIKey=FXUAIOOAOAVCGD-WCTZXXKLSA-N
• SMILES: O[C@@H]1[C@H](O)CN2CCC[C@@H](O)[C@H]12