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1,2,3,4,6-O-pentagalloylglucose {[allProObj[0].p_purity_real_show]}

货号:A421340 同义名: Penta-O-galloyl-β-D-glucose; Pentagalloylglucose

Pentagalloylglucose是一种天然产物,从 Punica granatum L. 果皮中提取纯化,能够抑制 IL-4 诱导的信号通路,部分通过增加 Treg 细胞群体并结合 Treg 诱导因子抑制 IgE 生成。

1,2,3,4,6-O-pentagalloylglucose 化学结构 CAS号:14937-32-7
1,2,3,4,6-O-pentagalloylglucose 化学结构
CAS号:14937-32-7
1,2,3,4,6-O-pentagalloylglucose 3D分子结构
CAS号:14937-32-7
1,2,3,4,6-O-pentagalloylglucose 化学结构 CAS号:14937-32-7
1,2,3,4,6-O-pentagalloylglucose 3D分子结构 CAS号:14937-32-7
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1,2,3,4,6-O-pentagalloylglucose 纯度/质量文件 产品仅供科研

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1,2,3,4,6-O-pentagalloylglucose 生物活性

描述 1,2,3,4,6-Penta-O-galloyl-β-D-glucopyranose, a natural product isolated and purified from the peel of Punica granatum L., suppresses interleukin (IL)-4 induced signal pathway in B cell, and inhibits IgE production partially caused by increasing a population of Treg cells in conjunction with Treg-inducing factors[3]. 1,2,3,4,6-penta-O-galloyl-β-D-glucopyranose is a large polyphenol that has been shown to be effective at inhibiting aggregation of full-length Aβ1-40 and Aβ1-42, but has the opposite effect on the C-terminal fragment Aβ25-35[4]. PGG (1,2,3,4,6-penta-O-galloyl-β-D-glucopyranose) is a CMG2 inhibitor with antiangiogenic activity. PGG inhibits CMG2 with a submicromolar IC50 and it also inhibits the migration of human dermal microvascular endothelial cells at similar concentrations in vitro. Oral or intraperitoneal administration of PGG inhibits angiogenesis in the mouse corneal micropocket assay in vivo[5]. Cell cycle was blocked in S phase at lower dose (25 μM PGG), and G1 phase at higher dose (50 or 75 μM PGG). PGG affected cell cycle- or apoptosis-related proteins such as cyclin D1, Bcl-2 and Bax[6]. 1,2,3,4,6-penta-O-galloyl-β-D-glucopyranose (PGG) inhibits biofilm formation by S. aureus by preventing the initial attachment of the cells to a solid surface and reducing the production of polysaccharide intercellular adhesin (PIA)[7].

1,2,3,4,6-O-pentagalloylglucose 参考文献

[1]Kim YH, Yang X, et al. 1,2,3,4,6-penta-O-galloyl-β-D-glucopyranose increases a population of T regulatory cells and inhibits IgE production in ovalbumin-sensitized mice. Int Immunopharmacol. 2015 May;26(1):30-6.

[2]Viswanatha GL, Shylaja H, Mohan CG. Alleviation of transient global ischemia/reperfusion-induced brain injury in rats with 1,2,3,4,6-penta-O-galloyl-β-d-glucopyranose isolated from Mangifera indica. Eur J Pharmacol. 2013 Nov 15;720(1-3):286-93.

[3]Kim YH, Yang X, Yamashita S, Kumazoe M, Huang Y, Nakahara K, Won YS, Murata M, Lin IC, Tachibana H. 1,2,3,4,6-penta-O-galloyl-β-D-glucopyranose increases a population of T regulatory cells and inhibits IgE production in ovalbumin-sensitized mice. Int Immunopharmacol. 2015 May;26(1):30-6

[4]de Almeida NEC, Do TD, LaPointe NE, Tro M, Feinstein SC, Shea JE, Bowers MT. 1,2,3,4,6-penta-O-galloyl-β-D-glucopyranose Binds to the N-terminal Metal Binding Region to Inhibit Amyloid β-protein Oligomer and Fibril Formation. Int J Mass Spectrom. 2017 Sep;420:24-34

[5]Cryan LM, Bazinet L, Habeshian KA, Cao S, Clardy J, Christensen KA, Rogers MS. 1,2,3,4,6-Penta-O-galloyl-β-D-glucopyranose inhibits angiogenesis via inhibition of capillary morphogenesis gene 2. J Med Chem. 2013 Mar 14;56(5):1940-5

[6]Xiang Q, Tang J, Luo Q, Xue J, Tao Y, Jiang H, Tian J, Fan C. In vitro study of anti-ER positive breast cancer effect and mechanism of 1,2,3,4-6-pentyl-O-galloyl-beta-d-glucose (PGG). Biomed Pharmacother. 2019 Mar;111:813-820

[7]Lin MH, Shu JC, Huang HY, Cheng YC. Involvement of iron in biofilm formation by Staphylococcus aureus. PLoS One. 2012;7(3):e34388

1,2,3,4,6-O-pentagalloylglucose 实验方案

计算器
存储液制备 1mg 5mg 10mg

1 mM

5 mM

10 mM

1.06mL

0.21mL

0.11mL

5.32mL

1.06mL

0.53mL

10.63mL

2.13mL

1.06mL

1,2,3,4,6-O-pentagalloylglucose 技术信息

CAS号14937-32-7
分子式C41H32O26
分子量 940.68
SMILES Code O=C(C1=CC(O)=C(O)C(O)=C1)O[C@@H]([C@@H]([C@@H](COC(C2=CC(O)=C(O)C(O)=C2)=O)O3)OC(C4=CC(O)=C(O)C(O)=C4)=O)[C@H]([C@@H]3OC(C5=CC(O)=C(O)C(O)=C5)=O)OC(C6=CC(O)=C(O)C(O)=C6)=O
MDL No. MFCD03788860
别名 Penta-O-galloyl-β-D-glucose; Pentagalloylglucose; DB-03208; 1,2,3,4,6-Penta-O-galloyl-β-D-glucopyranose; 1,2,3,4,6-Pentagalloyl glucose
运输蓝冰
InChI Key QJYNZEYHSMRWBK-NIKIMHBISA-N
Pubchem ID 65238
存储条件

In solvent -20°C:3-6个月-80°C:12个月

Pure form Inert atmosphere, 2-8°C

溶解方案

DMSO: 105 mg/mL(111.62 mM),配合低频超声助溶,注意:DMSO长时间开封后,会吸水并导致溶解能力下降,请避免使用长期开封的DMSO

H2O: 6 mg/mL(6.38 mM)

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