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SWAINSONINE Produkt Beschreibung

SWAINSONINE Struktur
72741-87-8
CAS-Nr.
72741-87-8
Englisch Name:
SWAINSONINE
Synonyma:
8AR)-1;SwainMoia;Tridolgosir;SWAINSONINE;D-Swainsonine;SWAINSONINE 98+%;(-)-D-Swainsonine;Swainsonine min. 99%;swainsonine synthetic;swainsonine from locoweed
CBNumber:
CB0484750
Summenformel:
C8H15NO3
Molgewicht:
173.21
MOL-Datei:
72741-87-8.mol

SWAINSONINE Eigenschaften

Schmelzpunkt:
148-149°C
Siedepunkt:
353.3±21.0 °C(Predicted)
Dichte
1.38±0.1 g/cm3 (20 ºC 760 Torr)
storage temp. 
-20°C
Löslichkeit
H2O: soluble1mg/mL
pka
14.01±0.60(Predicted)
Aggregatzustand
lyophilized powder
Farbe
white to faint yellow
BRN 
4175740
CAS Datenbank
72741-87-8

Sicherheit

Kennzeichnung gefährlicher Xn
R-Sätze: 20/21/22
S-Sätze: 36
WGK Germany  3
RTECS-Nr. NM2408666
HS Code  29339900

SWAINSONINE Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:

R20/21/22:Gesundheitsschädlich beim Einatmen,Verschlucken und Berührung mit der Haut.

S-Sätze Betriebsanweisung:

S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.

Chemische Eigenschaften

White Crystalline Solid

Occurrence

Swainsonia canescens yields this simple alkaloid.

Verwenden

Swainsonine is an indolizidine alkaloid naturally found in certain plants including locoweed that inhibits N-linked glycoside hydrolases, preventing the processing of asparagine-linked glycoproteins. It reversibly inhibits lysosomal α-mannosidase and Golgi α-mannosidase II (IC50 = 0.2 μM). Swainsonine is used to study the role of N-linked glycosylation in cellular processes and has been shown to have antiproliferative and antimetastatic effects of cancer cells in culture and in mice. The inhibition of α-mannosidase activity in lysosomes produces an accumulation of partially-processed oligosaccharides and glycoproteins, giving rise to lysosomal storage disease. Swainsonine toxicity in herbivores results in a condition known as locoism, characterized by hyperactivity, aggression, stiff and clumsy gait, low head carriage, salivation, seizures, and apparent blindness, culminating in increased miscoordination, weakness and death.

Verwenden

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 shunts the pathway towards hybrid-type oligosaccharides. Swainsonine does not appear to inhibit secretion or expression of glycoproteins at the cell surface. Swainsonine is stable for at least 24 h at 37oC in culture media at physiological pH. Working concentration range is 17-1700 ng/ml (0.1-10mM). Swainsonine (at 1 mg/ml) is not cytotoxic and does not inhibit the growth of a variety of mammalian cell lines. Concentrations required to inhibit Golgi a-mannosidase II in vivo may be somewhat higher, as swainsonine tends to concentrate in the acid environment of cell lysosomes, where it exists as a charged cation and does not permeate through membranes readily. Swainsonine blocks the processing of high-mannose oligosaccharides to complex oligosaccharides. Glycoproteins synthesized in the presence of swainsonine tend to carry mostly high-mannose and hybrid oligosaccharide chains. With short treatments (<24 h) with the inhibitor, cells may retain some complex glycoproteins due to asynchronous cell growth and glycoprotein synthesis.

Definition

ChEBI: An indolizidine alkaloid isolated from the plant Swainsona canescens with three hydroxy substituents at positions 1, 2 and 8.

Biologische Aktivität

Inhibitor of α -mannosidase II which inhibits glycoprotein processing. Displays anticancer and immune modulatory properties.

SWAINSONINE Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


SWAINSONINE Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

Global( 130)Lieferanten
Firmenname Telefon Fax E-Mail Land Produktkatalog Edge Rate
Shanghai Zheyan Biotech Co., Ltd.
18017610038
zheyansh@163.com CHINA 3623 58
Hubei Jusheng Technology Co.,Ltd.
86-18871470254
027-59599243 linda@hubeijusheng.com CHINA 28229 58
Hubei xin bonus chemical co. LTD
86-13657291602
027-59338440 linda@hubeijusheng.com CHINA 23035 58
BOC Sciences
1-631-485-4226
1-631-614-7828 inquiry@bocsci.com United States 19753 58
HENAN BON INDUSTRIAL CO.,LTD
0371-55170695
info@hnbon.com CHINA 26742 58
career henan chemical co
13203830695 0086-371-86658258
0086-371-86658258 factory@coreychem.com CHINA 29865 58
Nanjing Shizhou Biotechnology Co., Ltd
(+86)18013869214
(+86)25-85563444 sean.lv@synzest.com CHINA 2360 58
Nanjing Shizhou Biotechnology Co., Ltd
(+86)18013869214
(+86)25-85563444 sean.lv@synzest.com CHINA 2360 58
Wuhan ChemNorm Biotech Co.,Ltd.
18971486879 +86-27-8439 4403
+86-27-8439 4403 sales@chemnorm.com CHINA 2936 58
Target Molecule Corp
18019718960 781-999-5354
marketing@targetmol.com United States 19232 58

72741-87-8()Verwandte Suche:


  • Swainsonine, Swainsona canescens - CAS 72741-87-8 - Calbiochem
  • 8-indolizinetriol,octahydro-,(1s,2r,8r,8ar)-2
  • (1S,2S,8R,8AR)-TRIHYDROXYINDOLIZIDINE
  • (1S,2R,8R,8AR)-1,2,8-OCTAHYDROINDOLIZIDINETRIOL
  • 8ALPHA,BETA-INDOLIZIDINE-1,2ALPHA,8BETA-TRIOL
  • 8ALPHA,BETA-INDOLIZIDINE-1ALPHA,2ALPHA,8BETA-TRIOL
  • 8A-BETA-INDOLIZIDINE-1ALPHA,2ALPHA,8BETA-TRIOL
  • 8A,B-INDOLIZIDINE-1,2A,8B-TRIOL
  • 8A,B-OCTAHYDROINDOLIZIDINE-1A,2A,8B-TRIOL
  • swainsonine from locoweed
  • swainsonine from rhizoctonia*leguminicola
  • swainsonine synthetic
  • SWAINSONINE FROM METARRHIZIUM ANISOPLIAE
  • SWAINSONINE FROM RHIZOCTONIA &
  • SWAINSONINE 98+%
  • Tridolgosir
  • (-)-D-Swainsonine
  • (1S,2α,8β,8aβ)-Octahydro-1,2,8-indolizinetriol
  • (1S,8aβ)-Octahydroindolizine-1α,2α,8β-triol
  • D-Swainsonine
  • (1S,2R,8R,8aR)-Octahydro-1,2,8-indolizinetriol
  • SwainMoia
  • 8a,-Octahydroindolizidine-1a,2a,8-triol
  • SWAINSONINE, SWAINSONA CANESCENS
  • 8-indolizinetriol(1s-(1-alpha,2-alpha,8-beta,8a-beta))-octahydro-2
  • 8-indolizinetriol,octahydro-,(1s-(1-alpha,2-alpha,8-beta,8a-beta))-2
  • (-)-SWAINSONINE (1S,2R,8R,8AR)-1,2,8-OCTAHYDROINDOLIZIDINETRIOL (1S,2S,8R,8AR)-TRIHYDROXYINDOLIZIDINE
  • 8α,β-Octahydroindolizidine-1α,2α,8β-triol
  • (1S,2R,8R,8aR)-1,2,3,5,6,7,8,8a-Octahydroindolizine-1,2,8-triol
  • Swainsonine min. 99%
  • 8AR)-1
  • 1,2,8-Indolizinetriol,octahydro-, (1S,2R,8R,8aR)-
  • SWAINSONINE FROM LOCOWEED, 500 UG*
  • SWAINSONINE
  • 72741-87-8
  • Enzymes, Inhibitors, and Substrates
  • Enzyme Inhibitors by Type
  • Enzyme Inhibitors by Enzyme
  • Enzyme Inhibitors
  • L to O
  • Mannosidase, alpha-
  • Substrate Analogs
  • BioChemical
  • Biochemicals and Reagents
  • Antibiotics
  • Antibiotics N-S
  • Antibiotics A to Z
  • Alkaloids
  • Glycosidase Inhibitors
  • Inhibitors
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