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S9263

Swainsonine

solid, ≥99% (HPLC)

Sinonimo/i:

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

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Informazioni su questo articolo

Formula empirica (notazione di Hill):
C8H15NO3
Numero CAS:
Peso molecolare:
173.21
NACRES:
NA.32
PubChem Substance ID:
UNSPSC Code:
12352210
MDL number:
Beilstein/REAXYS Number:
4175740


Nome del prodotto

Swainsonine, synthetic

biological source

synthetic

Quality Segment

assay

≥95% (HPLC)

form

solid

solubility

methanol: 5 mg/mL, clear, colorless to light yellow

storage temp.

−20°C

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

InChI key

FXUAIOOAOAVCGD-DCDLSZRSSA-N

General description

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.

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 has been used:
  • to test its effect on neural stem cell proliferation
  • to inhibit α-mannosidase in TC-1 tumor cells
  • to inhibit β1,6-branching synthesis in hepatocellular carcinoma (HCC) cells

Biochem/physiol Actions

Swainsonine is an inhibitor of α-mannosidase in endoplasmic reticulum and Golgi apparatus. It also activates the natural killer cells. Swainsonine elicits neurologic toxicity and its exposure impairs learning and memory resulting in cognitive deficit. It inhibits hepatocellular carcinoma and sensitizes them to respond to anti-cancer drug paclitaxel.[1]

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Questo articolo
S8195574775-M218775
Swainsonine synthetic

Sigma-Aldrich

S9263

Swainsonine

Swainsonine from Metarrhizium anisopliae, ≥98% (TLC)

Sigma-Aldrich

S8195

Swainsonine

assay

≥95% (HPLC)

assay

≥98% (TLC)

assay

≥98% (TLC)

assay

≥98% (TLC)

biological source

synthetic

biological source

Metarrhizium anisopliae

biological source

-

biological source

-

Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

100

form

solid

form

lyophilized powder

form

solid

form

solid

solubility

methanol: 5 mg/mL, clear, colorless to light yellow

solubility

H2O: soluble 1 mg/mL

solubility

water: 1 mg/mL, DMSO: 5 mg/mL, chloroform: soluble

solubility

water: 1 mg/mL

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C


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Classe di stoccaggio

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves



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