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Key Documents

P5390

Sigma-Aldrich

Prostaglandin B2

≥98%, synthetic

Synonyme(s) :

(5Z,13E,15S)-15-Hydroxy-9-oxoprosta-5,8(12),13-trien-1-oic acid, PGB2

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About This Item

Formule empirique (notation de Hill):
C20H30O4
Numéro CAS:
Poids moléculaire :
334.45
Numéro Beilstein :
2153006
Numéro MDL:
Code UNSPSC :
12352211
ID de substance PubChem :
Nomenclature NACRES :
NA.77

Source biologique

synthetic

Niveau de qualité

Pureté

≥98%

Forme

solution

Solubilité

ethanol: ~100 mg/mL
PBS, pH 7.2: ~2 mg/mL
DMSO: ~50 mg/mL

Température de stockage

−20°C

Chaîne SMILES 

CCCCC[C@H](O)\C=C\C1=C(C\C=C/CCCC(O)=O)C(=O)CC1

InChI

1S/C20H30O4/c1-2-3-6-9-17(21)14-12-16-13-15-19(22)18(16)10-7-4-5-8-11-20(23)24/h4,7,12,14,17,21H,2-3,5-6,8-11,13,15H2,1H3,(H,23,24)/b7-4-,14-12+/t17-/m0/s1

Clé InChI

PRFXRIUZNKLRHM-HKVRTXJWSA-N

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Application

Prostaglandin B2 has been used as an internal standard in high-performance liquid chromatography (HPLC).

Actions biochimiques/physiologiques

Prostaglandin B2 (PGB2) is an eicosanoid and a lipid mediator. It is synthesized by the dehydration of PGE2. It is a primary prostaglandin associated with the osteoblasts and may induce pulmonary hypertension. PGB2 is also reported to inhibit glucagon stimulated glycogenolysis and forskolin-stimulated adenylate cyclase activity in plasma membranes.

Forme physique

Prostaglandin B2 is supplied as a solution in methyl acetate

Notes préparatoires

PGB2 is provided as a solution in methyl acetate. To change the solvent, evaporate the methyl acetate under a gentle stream of nitrogen and immediately add the solvent of choice. PGB2, purged with an inert gas, is soluble in ethanol at ~100 mg/mL, DMSO at ~50 mg/mL and in dimethyl formamide at ~ 75 mg/mL.

Pictogrammes

FlameExclamation mark

Mention d'avertissement

Danger

Mentions de danger

Conseils de prudence

Classification des risques

Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3

Organes cibles

Central nervous system

Risques supp

Code de la classe de stockage

3 - Flammable liquids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

15.8 °F

Point d'éclair (°C)

-9 °C

Équipement de protection individuelle

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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Consulter la Bibliothèque de documents

Omkar Zilka et al.
ACS central science, 3(3), 232-243 (2017-04-08)
Ferroptosis is a form of regulated necrosis associated with the iron-dependent accumulation of lipid hydroperoxides that may play a key role in the pathogenesis of degenerative diseases in which lipid peroxidation has been implicated. High-throughput screening efforts have identified ferrostatin-1
Carlos Artério Sorgi et al.
Scientific data, 5, 180167-180167 (2018-08-22)
Eicosanoids comprise a class of bioactive lipids derived from a unique group of essential fatty acids that mediate a variety of important physiological functions. Owing to the structural diversity of these lipids, their analysis in biological samples is often a
K Büyükgüzel et al.
Insect biochemistry and molecular biology, 32(4), 435-443 (2002-03-12)
We describe prostaglandin (PG) biosynthesis by isolated midgut preparations from tobacco hornworms, Manduca sexta. Microsomal-enriched midgut preparations yielded four PGs, PGA/B(2), PGD(2), PGE(2) and PGF(2alpha), all of which were confirmed by analysis on gas chromatography--mass spectrometry (GC--MS). PGA and PGB
Quantitation of sulfidopeptide leukotrienes by reversed-phase high-performance liquid chromatography.
M Müller et al.
Journal of chromatography, 343(1), 213-218 (1985-09-13)
Sarah F Muldoon et al.
NeuroImage. Clinical, 18, 599-607 (2018-05-31)
Cognitive effort is known to play a role in healthy brain state organization, but little is known about its effects on pathological brain dynamics. When cortical stimulation is used to map functional brain areas prior to surgery, a common unwanted

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