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经验公式(希尔记法):
C8H15NO3
化学文摘社编号:
分子量:
173.21
UNSPSC Code:
51102829
NACRES:
NA.85
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
4175740
产品名称
苦马豆素, 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
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Application
苦马豆素是各种α-甘露糖苷酶的有效抑制剂,特别是α-甘露糖苷酶II。它能够抑制糖蛋白加工,也可作为免疫调节剂。
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
wgk
WGK 3
存储类别
11 - Combustible Solids
ppe
dust mask type N95 (US), Eyeshields, Gloves
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
Julien Louvel et al.
Organic letters, 13(24), 6452-6455 (2011-11-16)
The asymmetric synthesis of (-)-swainsonine and (-)-8-epi-swainsonine is reported through the addition of either the allenylzinc or the allenyl lithio cyanocuprate reagents derived from [3-(methoxymethoxy)prop-1-ynyl]trimethylsilane to enantiopure α,β-dialkoxy N-tert-butanesulfinylimines derived from d-erythronolactone.
Fábio S Mendonça et al.
Journal of veterinary diagnostic investigation : official publication of the American Association of Veterinary Laboratory Diagnosticians, Inc, 24(1), 90-95 (2012-03-01)
A disease of the nervous system is reported in goats in the semiarid region of northeastern Brazil. Histological examination showed diffuse vacuolation of neurons and epithelial cells of the pancreas, thyroid, renal tubules, and liver. The swainsonine-containing plant Ipomoea verbascoidea
Guo-Dong Yang et al.
Toxicon : official journal of the International Society on Toxinology, 60(1), 44-49 (2012-04-10)
Endophytic Undifilum oxytropis found within toxic locoweeds (Astragalus and Oxytropis spp.) produces the indolizidine alkaloid swainsonine, which is responsible for locoism in grazing animals. The aim of the current study is to establish an easy and accurate method for the
Zhaocai Li et al.
International journal of biological sciences, 8(3), 394-405 (2012-03-07)
Swainsonine (1, 2, 8-trihyroxyindolizidine, SW), a natural alkaloid, has been reported to exhibit anti-cancer activity on several mouse models of human cancer and human cancers in vivo. However, the mechanisms of SW-mediated tumor regression are not clear. In this study
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