SWAINSONINE
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- CAS-Nr.
- 72741-87-8
- Englisch Name:
- SWAINSONINE
- Synonyma:
- 8AR)-1;SwainMoia;Tridolgosir;SWAINSONINE;D-Swainsonine;(-)-Swainsonine;SWAINSONINE 98+%;(-)-D-Swainsonine;Swainsonine min. 99%;swainsonine synthetic
- CBNumber:
- CB0484750
- Summenformel:
- C8H15NO3
- Molgewicht:
- 173.21
- MOL-Datei:
- 72741-87-8.mol
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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
- Wasserlöslichkeit
- Soluble to 50 mM in water
- BRN
- 4175740
- Stabilität:
- Stable for 1 year from date of purchase as supplied. Solutions in DMSO, ethanol or distilled water may be stored at -20°C for up to 3 months.
- CAS Datenbank
- 72741-87-8
Sicherheit
- Risiko- und Sicherheitserklärung
- Gefahreninformationscode (GHS)
| Kennzeichnung gefährlicher |
Xn |
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| R-Sätze: |
20/21/22 |
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| S-Sätze: |
36 |
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| WGK Germany |
3 |
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| RTECS-Nr. |
NM2408666 |
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| HS Code |
29339900 |
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| Bildanzeige (GHS) |
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| Alarmwort |
Warnung |
| Gefahrenhinweise |
| Code |
Gefahrenhinweise |
Gefahrenklasse |
Abteilung |
Alarmwort |
Symbol |
P-Code |
| H302 |
Gesundheitsschädlich bei Verschlucken. |
Akute Toxizität oral |
Kategorie 4 |
Warnung |
![GHS hazard pictograms]() src="/GHS07.jpg" width="20" height="20" /> |
P264, P270, P301+P312, P330, P501 |
| H312 |
Gesundheitsschädlich bei Hautkontakt. |
Akute Toxizität dermal |
Kategorie 4 |
Warnung |
![GHS hazard pictograms]() src="/GHS07.jpg" width="20" height="20" /> |
P280,P302+P352, P312, P322, P363,P501 |
| H332 |
Gesundheitsschädlich bei Einatmen. |
Akute Toxizität inhalativ |
Kategorie 4 |
Warnung |
![GHS hazard pictograms]() src="/GHS07.jpg" width="20" height="20" /> |
P261, P271, P304+P340, P312 |
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| Sicherheit |
| P280 |
Schutzhandschuhe/Schutzkleidung/Augenschutz tragen. |
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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 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.
Allgemeine Beschreibung
Swainsonine is produced by endophytes, plant and insect pathogens. It is synthesized from the pipecolic acid and mevalonic acid. Swainsonine is a water-soluble indole alkaloid.
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( 163)Lieferanten
72741-87-8()Verwandte Suche:
6-Amino-8-(((aminocarbonyl)oxy)-methyl)-1,1a,2,8,8a,8b-hexahydro-8a-methoxy-5-methylazirino-(2',3': 3,4)pyrrolo(1,2-a)indol-4,7-dion,(1aS-(1a alpha, 8 beta, 8a alpha,8b alpha))-
1-Hexanol
Betain
Octacosan-1-ol
- 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
- SWAINSONINE FROM LOCOWEED, 500 UG*
- SWAINSONINE
- Swainsonine, Swainsona canescens - CAS 72741-87-8 - Calbiochem
- 1,2,8-Indolizinetriol,octahydro-, (1S,2R,8R,8aR)-
- (-)-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
- Elisa Kit-plant ELISA Kit
