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P5515

Sigma-Aldrich

Prostaglandin E1

≥98% (HPLC), powder, vasodilator 

Sinonimo/i:

(11α,13E,15S)-11,15-Dihydroxy-9-oxoprost-13-enoic acid, Alprostadil, PGE1

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About This Item

Formula empirica (notazione di Hill):
C20H34O5
Numero CAS:
Peso molecolare:
354.48
Beilstein:
5294062
Numero CE:
Numero MDL:
Codice UNSPSC:
12352211
eCl@ss:
42020658
ID PubChem:
NACRES:
NA.77

product name

Prostaglandin E1, ≥98% (HPLC), synthetic

Origine biologica

synthetic

Saggio

≥98% (HPLC)

Forma fisica

(powder to crystals)

Solubilità

ethanol: 5 mg/mL

Temperatura di conservazione

−20°C

Stringa SMILE

O=C1[C@H](CCCCCCC(O)=O)[C@@H](/C=C/[C@H](CCCCC)O)[C@H](O)C1

InChI

1S/C20H34O5/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/h12-13,15-17,19,21,23H,2-11,14H2,1H3,(H,24,25)/b13-12+/t15-,16+,17+,19+/m0/s1
GMVPRGQOIOIIMI-DWKJAMRDSA-N

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Applicazioni

Prostaglandin E1 has been used:
  • as a platelet inhibitor to analyse its effect on autophagy
  • in platelet adhesion assay
  • to investigate its effect on cAMP production in thyroid glands of normal and growth-retarded mouse in vitro.

Azioni biochim/fisiol

Prostaglandin E1 (PGE1) is a hormone synthesized from dihomo-γ-linolenic acid (DGLA) by the action of enzyme prostaglandin synthase. It is a vasodilator and activates adenylate cyclase. It is majorly present in human semen and is a potent platelet aggregation inhibitor. PGE1 infusions is effective in treating limb ischemia and peripheral vascular disease. It is unstable and is hydrolyzed to PGA1 in the lungs. Nanoparticle encapsulation of PGE1 is essential for its delivery at the vascular injury site. It elicits vasodilator effects on the retinal artery and vein in central retinal artery occlusion (CRAO). PGE1 and its synthetic analog misoprostol interact with E-prostanoid receptor 4 (EP4) and elicits protection in chronic myelogenous leukemia (CML).

Pittogrammi

Skull and crossbones

Avvertenze

Danger

Indicazioni di pericolo

Consigli di prudenza

Classi di pericolo

Acute Tox. 3 Oral

Codice della classe di stoccaggio

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

Classe di pericolosità dell'acqua (WGK)

WGK 1

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


Certificati d'analisi (COA)

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Synthesis of prostaglandin E 1 phosphate derivatives and their encapsulation in biodegradable nanoparticles
Takeda M, et al.
Pharmaceutical Research, 26(7), 1792-1800 (2009)
Yosuke Okamura et al.
Biophysical journal, 100(8), 1855-1863 (2011-04-21)
Eukaryotic cells respond to signaling molecules with picomolar to nanomolar sensitivities. However, molar concentrations give no suggestion of the sufficient number of molecules per cell and are confusing when referring to physiological situations in which signaling molecules act in an
Intravenous infusion of prostaglandin E1 therapy in extremity ischemia
Ramakrishna P
Indian Journal of Vascular and Endovascular Surgery, 4(2), 38-38 (2017)
Prostaglandin E1 and its analog misoprostol inhibit human CML stem cell self-renewal via EP4 receptor activation and repression of AP-1
Li F, et al.
Cell Stem Cell, 21(3), 359-373 (2017)
Prostaglandins and thromboxanes.
B Samuelsson et al.
Annual review of biochemistry, 47, 997-1029 (1978-01-01)

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