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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:
13367-85-6
Poids moléculaire :
334.45
Numéro Beilstein :
2153006
Numéro MDL:
MFCD00065730
Code UNSPSC :
12352211
ID de substance PubChem :
24898630
Nomenclature NACRES :
NA.77

Source biologique

synthetic

Niveau de qualité

100

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
GHS02,GHS07

Mention d'avertissement

Danger

Mentions de danger

H225,H319,H336

Conseils de prudence

P210 - P305 + P351 + P338

Classification des risques

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

Organes cibles

Central nervous system

Risques supp

EUH066

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

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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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
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)
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
J H Feyen et al.
Prostaglandins, 28(6), 769-781 (1984-12-01)
The effects of parathyroid hormone (PTH), dihydroxycholecalciferol (1,25-(OH)2 D3), thrombin, epidermal growth factor (EGF) and 12-o-tetradecanoylphorbol-13-acetate (PMA) on the biosynthesis and release of arachidonic acid metabolites were studied in primary cultures of osteoblast-like cells isolated from 18-day-old chick embryo calvaria.
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