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P5390

Sigma-Aldrich

Prostaglandin B2

≥98%, synthetic

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C20H30O4
Número de CAS:
13367-85-6
Peso molecular:
334.45
Beilstein/REAXYS Number:
2153006
MDL number:
MFCD00065730
UNSPSC Code:
12352211
PubChem Substance ID:
24898630
NACRES:
NA.77

biological source

synthetic

Quality Level

100

assay

≥98%

form

solution

solubility

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

storage temp.

−20°C

SMILES string

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

InChI key

PRFXRIUZNKLRHM-HKVRTXJWSA-N

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Application

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

Biochem/physiol Actions

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.

Physical form

Prostaglandin B2 is supplied as a solution in methyl acetate

Preparation Note

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.

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Danger

Hazard Classifications

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

target_organs

Central nervous system

supp_hazards

EUH066

Storage Class

3 - Flammable liquids

wgk_germany

WGK 2

flash_point_f

15.8 °F

flash_point_c

-9 °C

ppe

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

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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EXTRACT FROM NETTLE SEEDS (URTICA DIOICA L.) DECREASES THE SYNTHESIS OF LIPOXIN Asub 4 THROUGH INHIBITION OF THE DEVELOPMENT OF FLUORIDE-INDUCED INFLAMMATION IN THP1 MONOCYTES/MACROPHAGES
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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)
R J Heaslip et al.
The Journal of pharmacology and experimental therapeutics, 250(1), 44-51 (1989-07-01)
The effects of prostaglandin (PG) F2 alpha and PGB2 on isolated rat aortic strips were studied in calcium-free 1 mM ethylene glycol bis(beta-aminoethyl ether)-N,N'-tetraacetic acid buffer to explore the mechanisms of PG-induced smooth muscle contraction. In the absence of extracellular
W S Powell et al.
The Journal of biological chemistry, 269(41), 25373-25380 (1994-10-14)
We have shown previously that human neutrophil microsomes contain a highly specific dehydrogenase which, in the presence of NADP+, converts 5S-hydroxy-6,8,11,14-eicosatetraenoic acid (5S-HETE) to its 5-oxo metabolite, 5-oxo-ETE, a potent agonist of these cells. However, intact neutrophils convert 5S-HETE principally
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