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Merck

S8195

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 CAS:
72741-87-8
Peso molecular:
173.21
UNSPSC Code:
51102829
NACRES:
NA.85
PubChem Substance ID:
24899779
MDL number:
MFCD00017554
Beilstein/REAXYS Number:
4175740

Nombre del producto

Swainsonine, from Metarrhizium anisopliae, ≥98% (TLC)

InChI key

FXUAIOOAOAVCGD-DCDLSZRSSA-N

SMILES string

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

biological source

Metarrhizium anisopliae

assay

≥98% (TLC)

form

lyophilized powder

storage condition

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

color

white to faint yellow

solubility

H2O: soluble 1 mg/mL

antibiotic activity spectrum

neoplastics

mode of action

enzyme | inhibits

storage temp.

2-8°C

Quality Level

200

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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 .

Biochem/physiol Actions

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

Other Notes

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

Packaging

1MG

Preparation Note

Soluble in water, methanol, DMSO

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
0000342952
0000342952
0000214491
0000235807
0000235807

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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
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
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
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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