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Merck
CN

P5640

Sigma-Aldrich

前列腺素E2

≥93% (HPLC), synthetic

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 号:
MDL编号:
UNSPSC代码:
12352401
eCl@ss:
42020658
PubChem化学物质编号:
NACRES:
NA.77

生物来源

synthetic

质量水平

方案

≥93% (HPLC)

表单

powder

官能团

carboxylic acid
hydroxyl

运输

ambient

储存温度

−20°C

SMILES字符串

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 key

XEYBRNLFEZDVAW-ARSRFYASSA-N

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应用


  • 在肺炎球菌肺炎小鼠模型中,消退后巨噬细胞塑造长期组织免疫和完整性。本研究调查了前列腺素E2在炎症消退阶段的影响,证明了它在细菌性肺部感染后巨噬细胞介导的组织修复和免疫记忆中的重要作用,为免疫系统调节和恢复过程提供了深入见解(Feehan et al., 2024)。

生化/生理作用

生物活性最强的前列腺素。
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。

象形图

Health hazardExclamation mark

警示用语:

Danger

危险声明

危险分类

Acute Tox. 4 Oral - Repr. 1B

储存分类代码

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

WGK

WGK 3

个人防护装备

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


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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International Union of Pharmacology classification of prostanoid receptors: properties, distribution, and structure of the receptors and their subtypes.
R A Coleman et al.
Pharmacological reviews, 46(2), 205-229 (1994-06-01)
Jean L Tan et al.
Stem cell research & therapy, 6, 8-8 (2015-01-31)
The immunomodulatory properties of human amnion epithelial cells (hAECs) have been previously described in several disease models. We previously reported on the ability of hAECs to influence macrophage phenotype and chemotaxis. In this study, we aim to elucidate the contribution
Takayuki Nakagawa
Hearing research, 276(1-2), 27-33 (2011-02-08)
Prostaglandins are one of the major groups of chemical mediators in the mammalian body. Among prostaglandins, prostaglandin E2 (PGE2) is the most abundant prostanoid in humans and involved in regulating many different fundamental biological functions. PGE2 signaling is mediated by
Sanjiv Dhingra et al.
Circulation, 128(11 Suppl 1), S69-S78 (2013-10-18)
Allogeneic mesenchymal stem cells (MSCs) were immunoprivileged early after cardiac implantation and improved heart function in preclinical and clinical studies. However, long-term preclinical studies demonstrated that allogeneic MSCs lost their immunoprivilege and were rejected in the injured myocardium, resulting in
Katrin D Mayer-Barber et al.
Nature, 511(7507), 99-103 (2014-07-06)
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