Merck
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P5515

Sigma-Aldrich

Prostaglandin E1

≥98% (HPLC), synthetic

Synonym(s):
(11α,13E,15S)-11,15-Dihydroxy-9-oxoprost-13-enoic acid, Alprostadil, PGE1
Empirical Formula (Hill Notation):
C20H34O5
CAS Number:
Molecular Weight:
354.48
Beilstein:
5294062
EC Number:
MDL number:
eCl@ss:
42020658
PubChem Substance ID:
NACRES:
NA.77

biological source

synthetic

Quality Level

Assay

≥98% (HPLC)

form

(powder to crystals)

solubility

ethanol: 5 mg/mL

storage temp.

−20°C

SMILES string

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

InChI key

GMVPRGQOIOIIMI-DWKJAMRDSA-N

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This Item
P7527P89081016000
Prostaglandin E1 ≥98% (HPLC), synthetic

Sigma-Aldrich

P5515

Prostaglandin E1

Prostaglandin E1 powder, γ-irradiated, BioXtra, suitable for cell culture

Sigma-Aldrich

P7527

Prostaglandin E1

Prostaglandin E1 synthetic, powder, BioReagent, suitable for cell culture

Sigma-Aldrich

P8908

Prostaglandin E1

Alprostadil United States Pharmacopeia (USP) Reference Standard

USP

1016000

Alprostadil

form

(powder to crystals)

form

powder

form

powder

form

-

solubility

ethanol: 5 mg/mL

solubility

ethanol: 1 mg/mL

solubility

acetone: 10 mg/mL, clear, colorless

solubility

-

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

biological source

synthetic

biological source

synthetic (organic)

biological source

synthetic

biological source

-

Gene Information

human ... PTGER1(5731), PTGER2(5732), PTGIR(5739)
mouse ... Ptger1(19216), Ptger2(19217), Ptger3(19218), Ptger4(19219)

Gene Information

human ... PTGER1(5731), PTGER2(5732), PTGIR(5739)
mouse ... Ptger1(19216), Ptger2(19217), Ptger3(19218), Ptger4(19219)

Gene Information

human ... PTGER1(5731), PTGER2(5732), PTGIR(5739)
mouse ... Ptger1(19216), Ptger2(19217), Ptger3(19218), Ptger4(19219)

Gene Information

human ... PTGER1(5731), PTGER2(5732)

Application

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.

Biochem/physiol Actions

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).

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

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

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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25G
Pack Size/Quantity

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705578-5MG-PW

PL860-CGA/SHF-1EA

MMYOMAG-74K-13

1000309185

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Responses of the thyroid gland to TSH and other thyroid stimulators in the growth-retarded (grt) mouse
Kobayashi K, et al.
Zoological Science, 18(7), 955-962 (2001)
The crystal and molecular structure of prostaglandin E1
Spek, AL
Acta Crystallographica Section B, Structural Science, 33(3), 816-824 (1977)
Dissection of autophagy in human platelets
Feng W, et al.
Autophagy, 10(4), 642-651 (2014)
In vitro evaluation of pathogen-inactivated buffy coat-derived platelet concentrates during storage: psoralen-based photochemical treatment step-by-step
Abonnenc M, et al.
Blood Transfusion = Trasfusione del Sangue, 13(2), 255-255 (2015)
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)

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