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Merck

S8195

Sigma-Aldrich

Swainsonine

from Metarrhizium anisopliae, ≥98% (TLC)

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C8H15NO3
Número de CAS:
Peso molecular:
173.21
Beilstein:
4175740
Número MDL:
Código UNSPSC:
51102829
ID de la sustancia en PubChem:
NACRES:
NA.85

origen biológico

Metarrhizium anisopliae

Nivel de calidad

Ensayo

≥98% (TLC)

Formulario

lyophilized powder

condiciones de almacenamiento

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

color

white to faint yellow

solubilidad

H2O: soluble 1 mg/mL

espectro de actividad antibiótica

neoplastics

Modo de acción

enzyme | inhibits

temp. de almacenamiento

2-8°C

cadena 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

Clave InChI

FXUAIOOAOAVCGD-DCDLSZRSSA-N

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Aplicación

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 .

Acciones bioquímicas o fisiológicas

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

Envase

1MG

Nota de preparación

Soluble in water, methanol, DMSO

Otras notas

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

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves


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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
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
The indolizidine alkaloids, slaframine and swainsonine: contaminants in animal forages.
H P Broquist
Annual review of nutrition, 5, 391-409 (1985-01-01)

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