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Principaux documents

S8195

Sigma-Aldrich

Swainsonine

from Metarrhizium anisopliae, ≥98% (TLC)

Synonyme(s) :

(1S,2R,8R,8aR)-1,2,8-Octahydroindolizidinetriol

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About This Item

Formule empirique (notation de Hill) :
C8H15NO3
Numéro CAS:
Poids moléculaire :
173.21
Beilstein:
4175740
Numéro MDL:
Code UNSPSC :
51102829
ID de substance PubChem :
Nomenclature NACRES :
NA.85

Source biologique

Metarrhizium anisopliae

Niveau de qualité

Essai

≥98% (TLC)

Forme

lyophilized powder

Conditions de stockage

(Keep container tightly closed in a dry and well-ventilated place.)

Couleur

white to faint yellow

Solubilité

H2O: soluble 1 mg/mL

Spectre d'activité de l'antibiotique

neoplastics

Mode d’action

enzyme | inhibits

Température de stockage

2-8°C

Chaîne SMILES 

O[C@@H]1CCCN2C[C@@H](O)[C@@H](O)C12

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

Clé InChI

FXUAIOOAOAVCGD-DCDLSZRSSA-N

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Application

Swainsonine is a potent inhibitor of various α-mannosidases, especially of α-mannosidase II. It inhibits glycoprotein processing and also acts as immune modulator.
Swainsonine is an indolizidine alkaloid from the plant Metarrhizium anisopliae that is used as a potent α-mannosidase inhibitor. Product S8195 has been used in chemical inhibition assays of CHO Lec2 cells to inhibit glycosylation .

Actions biochimiques/physiologiques

Swainsonine is a potent α-mannosidase inhibitor. It also has antimetastatic, antiproliferative, and immunomodulatory activity . It also inhibits glycoprotein processing.

Conditionnement

1MG

Notes préparatoires

Soluble in water, methanol, DMSO

Autres remarques

Keep container tightly closed in a dry and well-ventilated place.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves


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Consulter la Bibliothèque de documents

Shen Shen et al.
The Journal of biological chemistry, 286(15), 13532-13540 (2011-02-19)
Sialylated glycans serve as cell surface attachment factors for a broad range of pathogens. We report an atypical example, where desialylation increases cell surface binding and infectivity of adeno-associated virus (AAV) serotype 9, a human parvovirus isolate. Enzymatic removal of
The indolizidine alkaloids, slaframine and swainsonine: contaminants in animal forages.
H P Broquist
Annual review of nutrition, 5, 391-409 (1985-01-01)
Daniel S Grum et al.
Journal of natural products, 76(10), 1984-1988 (2013-09-24)
Legumes belonging to the Astragalus, Oxytropis, and Swainsona genera have been noted by ranchers in the Americas, Asia, and Australia to cause a neurologic disease often referred to as locoism or peastruck. The toxin in these legumes is swainsonine, an
K Olden et al.
Pharmacology & therapeutics, 50(3), 285-290 (1991-01-01)
Swainsonine, an indolizidine alkaloid, was initially used in biomedical research as a tool to investigate the biosynthesis and function of asparagine-linked 'complex' type oligosaccharide moieties of glycoproteins. Recently, swainsonine has generated interest in its potential use as an anticancer agent
W J Croom et al.
Journal of animal science, 73(5), 1499-1508 (1995-05-01)
The history of "slobbers syndrome," a mycotoxicosis associated with Rhizoctonia leguminicola infestation of pastures and stored forages, is discussed. The chemistry and physiological effects of the two known biologically active alkaloids of R. leguminicola, slaframine and swainsonine, are described. Slaframine

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