65085-69-0

Basic information

• Product Name: ent-PGE2
• Synonyms: ent-PGE2;Prosta-5,13-dien-1-oic acid, 11,15-dihydroxy-9-oxo-, (5Z,8β,11β,12α,13E,15R)-;ent-Prostaglandin E2;XEYBRNLFEZDVAW-OBUVHCMGSA-N
• CAS NO: 65085-69-0
• Molecular Formula: C20H32O5
• Molecular Weight: 352.468
• Mol File: 65085-69-0.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: ent-PGE2(CAS DataBase Reference)
• NIST Chemistry Reference: ent-PGE2(65085-69-0)
• EPA Substance Registry System: ent-PGE2(65085-69-0)

Safety Data

• Hazardous Substances Data: 65085-69-0(Hazardous Substances Data)

Usage

General Description

Ent-PGE2 is a chemical compound that belongs to the prostaglandin E2 (PGE2) family, which is a group of lipid compounds derived from arachidonic acid. It is a potent inflammatory mediator and is involved in various physiological processes such as smooth muscle relaxation, vasodilation, and regulation of immune response. ent-PGE2 has been shown to have both pro-inflammatory and anti-inflammatory effects depending on the context and the specific receptor it binds to. It plays a crucial role in pain, fever, and inflammation, and is a target for the development of new drugs for inflammatory diseases. Additionally, ent-PGE2 has been studied for its potential in promoting tissue repair and wound healing. Overall, ent-PGE2 is a key signaling molecule in the body and has a significant impact on various physiological and pathological processes.

Upstream product

• 303015-42-1 ethyl (5Z,8R,9R,11S,12S,13E,15R)-9-acetoxy-11,15-bis-(tert-butyldimethylsilyloxy)prosta-5,13-dienoate 
• 303015-43-2 (5Z,8R,9R,11S,12S,13E,15R)-11,15-bis-(tert-butyldimethylsilyloxy)-9-hydroxyprosta-5,13-dienoic acid 
• 214748-78-4 (Z)-7-[(1R,2S,3S,5R)-5-Acetoxy-3-hydroxy-2-((E)-(R)-3-hydroxy-oct-1-enyl)-cyclopentyl]-hept-5-enoic acid ethyl ester 
• 303015-41-0 (5Z,8R,9R,11S,12S,13E,15R)-11,15-bis-(tert-butyldimethylsilyloxy)-9-oxoprosta-5,13-dienoic acid 

Downstream Products

• 23453-26-1 (+/-)-prostaglandin E₂ methyl ester 

Relevant articles and documents

Preparation of ent-prostaglandin E2

The enantiomeric prostaglandins, exemplified by ent-PGE2, are apparently produced in vivo by the nonenzymatic oxidation of arachidonic acid. To assess the physiological activity of ent-PGE2, it was necessary to prepare it by total sy

11,15-Epiprostaglandin E 2 and its enantiomer. Biological activity and synthesis.

-

Enzymatic preparation and purification of prostaglandin E2.

An enzymatic system has been developed for the production of prostaglandin E(2) (PGE(2)) from arachidonic acid by extracts of sheep seminal vesicular glands. The presence of glutathione insures high yields. A new procedure for the purification of PGE(2) was also developed, based on the dialysis of the biosynthesized product at pH 8 and extraction of the dialysate at pH 3 with chloroform. This procedure routinely gives yields of PGE(2) of 25-37% (from arachidonic acid) with a purity of 90-100%. Additional analytical proof of the identity of PGE(2) was provided by physicochemical characteristics of the crystalline thiosemicarbazide derivative, which can be readily prepared under mild conditions.