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P6188

Sigma-Aldrich

Prostaglandin I2 sodium salt

≥96% (HPLC), synthetic, powder

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Synonym(s):
(5Z,9α,11α,13E,15S)-6,9-Epoxy-11,15-dihydroxyprosta-5,13-dien-1-oic acid sodium salt, Epoprostenol sodium salt, PGI2-Na, Prostacyclin sodium salt
Empirical Formula (Hill Notation):
C20H31NaO5
CAS Number:
Molecular Weight:
374.45
Beilstein:
6472195
EC Number:
eCl@ss:
42020658
PubChem Substance ID:
NACRES:
NA.77

biological source

synthetic

Quality Level

Assay

≥96% (HPLC)

form

powder

color

white to off-white

solubility

H2O: 1 mg/mL (Hydrolyzes to 6-ketoprostaglandin F in aqueous solution.)
ethanol: 50 mg/mL

functional group

carboxylic acid
hydroxyl

shipped in

ambient

storage temp.

−20°C

SMILES string

CCCCC[C@H](O)/C=C/[C@H]1[C@H](O)C[C@@](O/2)([H])[C@]1([H])CC2=C\CCCC(O)=O.[Na]

InChI

1S/C20H32O5.Na/c1-2-3-4-8-15(21)10-11-16-17(22)12-18-20(16)14(13-25-18)7-5-6-9-19(23)24;/h7,10-11,15-18,20-22H,2-6,8-9,12-13H2,1H3,(H,23,24);/q;+1/p-1/b11-10+,14-7-;/t15-,16-,17+,18-,20+;/m0./s1

InChI key

OURCVRVJQMLUNA-QFDVFERUSA-M

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This Item
P5640P0424P5069
Prostaglandin E2 ≥93% (HPLC), synthetic

Sigma-Aldrich

P5640

Prostaglandin E2

assay

≥96% (HPLC)

assay

≥93% (HPLC)

assay

≥99%

assay

≥99%

form

powder

form

powder

form

powder

form

powder

color

white to off-white

color

-

color

white

color

-

solubility

H2O: 1 mg/mL (Hydrolyzes to 6-ketoprostaglandin F in aqueous solution.), ethanol: 50 mg/mL

solubility

-

solubility

H2O: 1 mg/mL (Aqueous solutions are stable for 30 days at 2-8°C and for several months frozen at −0°C in single use aliquots. Avoid repeated freeze/thaw cycles.), ethanol: 50 mg/mL

solubility

ethanol: 50 mg/mL, clear, colorless

functional group

carboxylic acid, hydroxyl

functional group

carboxylic acid, hydroxyl

functional group

carboxylic acid, hydroxyl

functional group

-

Application

Prostaglandin I2 sodium salt has been used:
  • in the preparation of stock solution for platelet washing procedure
  • as supplement in platelet-rich-plasma, for platelet preparation
  • to prevent platelet activation

Biochem/physiol Actions

Prostacyclin is a short-lived product of the cyclooxygenase pathway in vascular endothelial cells. It is a potent inhibitor of platelet aggregation by antagonizing thromboxane A2 and stimulating platelet adenylyl cyclase. Nitric oxide is also produced in vascular endothelium where it inhibits platelet aggregation, regulates inducible cyclooxygenase production, and may work synergistically with prostacyclin to attenuate the thrombotic process. Prostacyclin is vasoprotective, protecting arterial walls from injury-induced lesions and cytoprotective in the liver and gastrointestinal tract.
Prostacyclin therapy improves hemodynamics in pulmonary arterial hypertension.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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25G
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Sophie Blaise et al.
Journal of clinical pharmacology, 53(1), 58-66 (2013-02-13)
Prostacyclin analogues are the most effective drugs to treat sclerodermic digital ulcers, but their systemic use is limited by their frequent side effects. The authors tested whether the prostacyclin analogues treprostinil and iloprost, delivered by cutaneous iontophoresis, induce sustained vasodilatation.
Preparation of washed platelet suspensions from human and rodent blood
Platelets and megakaryocytes, 13-28 (2004)
Seung-Jae Joo et al.
Korean circulation journal, 45(5), 378-385 (2015-09-29)
Residual platelet reactivity in patients who are taking clopidogrel is commonly measured with VerifyNow assay, which is based on the principle of light transmission aggregometry. However, to evaluate the residual platelet reactivity, it would be more accurate if the reactivity
Anna-Karin Larsson-Callerfelt et al.
Respiratory research, 14, 21-21 (2013-02-15)
Prostacyclin analogs are potent vasodilators and possess anti-inflammatory properties. However, the effect of prostacyclin on extracellular matrix (ECM) in COPD is not well known. Collagen fibrils and proteoglycans are essential ECM components in the lung and fibroblasts are key players
G J Dusting et al.
Clinical and experimental pharmacology & physiology. Supplement, 25, S34-S41 (1998-11-11)
1. Nitric oxide (NO) has important roles in physiological vasodilatation, cytotoxicity and vascular disease. Nitric oxide and prostacyclin (PGI2), both released from the endothelium, act synergistically to inhibit platelet aggregation and adhesion. These autacoids also inhibit the adhesion and migration

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