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Merck
CN

S8195

Sigma-Aldrich

苦马豆素

from Metarrhizium anisopliae, ≥98% (TLC)

别名:

(1S,2R,8R,8aR)-1,2,8-八氢吲哚啶三醇

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关于此项目

经验公式(希尔记法):
C8H15NO3
化学文摘社编号:
分子量:
173.21
Beilstein:
4175740
MDL编号:
UNSPSC代码:
51102829
PubChem化学物质编号:
NACRES:
NA.85
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生物来源

Metarrhizium anisopliae

质量水平

方案

≥98% (TLC)

表单

lyophilized powder

储存条件

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

颜色

white to faint yellow

溶解性

H2O: soluble 1 mg/mL

抗生素抗菌谱

neoplastics

作用机制

enzyme | inhibits

储存温度

2-8°C

SMILES字符串

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

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应用

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 .

生化/生理作用

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

包装

1MG

制备说明

Soluble in water, methanol, DMSO

其他说明

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

储存分类代码

11 - Combustible Solids

WGK

WGK 3

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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
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
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
Daniel Cook et al.
Journal of chemical ecology, 38(2), 195-203 (2012-01-28)
Locoweeds are defined as Astragalus and Oxytropis species that cause intoxication due to the alkaloid swainsonine. Swainsonine concentrations in Oxytropis sericea were influenced by location, plant part, and the developmental stage of the plant. Concentrations followed similar trends at each

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