S8195
スワインソニン
from Metarrhizium anisopliae, ≥98% (TLC)
別名:
(1S,2R,8R,8aR)-1,2,8-オクタヒドロインドリジジントリオール
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この商品について
実験式（ヒル表記法）:
C8H15NO3
CAS番号:
分子量:
173.21
UNSPSC Code:
51102829
NACRES:
NA.85
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
4175740
製品名
スワインソニン, 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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関連するカテゴリー
Application
スワインソニンは、様々なα-マンノシダ-ゼ、特にα-マンノシダ-ゼIIの強力なインヒビタ-です。糖タンパク質プロセシングを阻害し、免疫調節因子としても作用します。
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 .
Preparation Note
水、メタノ-ル、DMSOに可溶です。
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
保管分類
11 - Combustible Solids
wgk
WGK 3
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
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
S Mohla et al.
Journal of the National Medical Association, 81(10), 1049-1056 (1989-10-01)
Swainsonine, an indolizidine alkaloid with immunomodulatory activity, has been found to be effective in inhibiting metastatic dissemination and growth of primary tumors of both murine and human origins. The unique ability of swainsonine to exhibit antimetastatic, anti-proliferative, and immunomodulatory activity
Glenn Archibald et al.
The Journal of organic chemistry, 77(18), 7968-7980 (2012-08-16)
Nucleophilic addition of Grignard reagents and organolithium species to a 3-silyloxy-3,4,5,6-tetrahydropyridine N-oxide provides trans-2,3-disubstituted N-hydroxypiperidines exclusively. The application of this methodology to the preparation of a diversity of useful trans-2-substituted-3-hydroxypiperidines, a concise synthesis of (+)-swainsonine, and an enantiopure 1-substituted quinolizidine
Vijay Dhand et al.
Organic letters, 15(8), 1914-1917 (2013-04-05)
A short synthesis of hydroxyalkyl dihydropyrroles has been developed that involves the coupling of propargylamines with α-chloroaldehydes, followed by Lindlar reduction and a one-pot epoxide formation/opening sequence. The application of this process to the synthesis of unnatural iminosugars and a
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