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Merck

82475

Sigma-Aldrich

前列腺素E2

≥99.0% (TLC)

别名:

(5Z,11α,13E,15S)-11,15-二羟基-9-酮前列-5,13-二烯酸, PGE2, 地诺前列酮

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About This Item

经验公式(希尔记法):
C20H32O5
CAS号:
分子量:
352.47
Beilstein:
4709356
EC號碼:
MDL號碼:
分類程式碼代碼:
12352200

化驗

≥99.0% (TLC)

溶解度

acetone: 10 mg/mL, clear, colorless to faintly yellow

儲存溫度

−20°C

SMILES 字串

O[C@@H]1CC([C@H](C/C=C\CCCC(O)=O)[C@H]1/C=C/[C@@H](O)CCCCC)=O

InChI

1S/C20H32O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,15-17,19,21,23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16+,17+,19+/m0/s1

InChI 密鑰

XEYBRNLFEZDVAW-ARSRFYASSA-N

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生化/生理作用

生物活性最强的前列腺素。PGE2 可诱导宫颈成熟和分娩,介导缓激肽诱导的血管舒张,调节腺苷酸环化酶。 过表达环加氧酶2的肿瘤细胞具有更强的侵袭性、血管生成能力和细胞凋亡抵抗性,这可能是由于PGE2诱导的血管生成因子表达以及抗凋亡蛋白survivin的稳定化。PGE2 对免疫系统具有混合效应。它在体外抑制T细胞活化,表明它是一种免疫抑制剂。然而,在体内,它影响Th17亚群的扩增和T辅助细胞Th1亚群的分化,表明它是一种免疫激活剂。

其他說明

Differential effect of PGE2 on transforming growth factor-β, and insulin-induced collagen formation in lung fibroblasts

象形圖

Health hazardExclamation mark

訊號詞

Danger

危險聲明

危險分類

Acute Tox. 4 Oral - Repr. 1B

儲存類別代碼

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

水污染物質分類(WGK)

WGK 3

個人防護裝備

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


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分析证书(COA)

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A Fine et al.
The Journal of biological chemistry, 264(29), 16988-16991 (1989-10-15)
We examined the effect of prostaglandin (PG) E2 on transforming growth factor-beta (TGF-beta) and insulin-stimulated collagen formation in lung fibroblast cultures. TGF-beta increased type I collagen production 2-3-fold as determined by the densitometric analysis of autoradiograms from polyacrylamide gels and
Alexandra Medeiros et al.
Mediators of inflammation, 2012, 327568-327568 (2012-10-02)
The local and systemic production of prostaglandin E(2) (PGE(2)) and its actions in phagocytes lead to immunosuppressive conditions. PGE(2) is produced at high levels during inflammation, and its suppressive effects are caused by the ligation of the E prostanoid receptors
John R Grainger et al.
Nature medicine, 19(6), 713-721 (2013-05-28)
The commensal flora can promote both immunity to pathogens and mucosal inflammation. How commensal-driven inflammation is regulated in the context of infection remains poorly understood. Here, we show that during acute mucosal infection of mice with Toxoplasma gondii, inflammatory monocytes
Sofia Eberstål et al.
International journal of cancer, 134(11), 2748-2753 (2013-11-19)
Immunotherapy has shown effectiveness against experimental malignant brain tumors, but the clinical results have been less convincing most likely due to immunosuppression. Prostaglandin E2 (PGE2 ) is the key immunosuppressive product of cyclooxygenase-2 (COX-2) and increased levels of PGE2 and
Yumeng Mao et al.
Cancer research, 73(13), 3877-3887 (2013-05-02)
Tumors can suppress the host immune system by employing a variety of cellular immune modulators, such as regulatory T cells, tumor-associated macrophages, and myeloid-derived suppressor cells (MDSC). In the peripheral blood of patients with advanced stage melanoma, there is an

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