P7527

Sigma-Aldrich

Prostaglandin E1

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

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/REAXYS Number:
5294062
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

biological source

synthetic (organic)

sterility

γ-irradiated

product line

BioXtra

assay

≥60% (HPLC)

form

powder

application(s)

cell culture | mammalian: suitable

solubility

ethanol: 1 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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Related Categories

Application

For use in cell culture applications for the study of prostaglandin regulated cell signaling and gene regulation.
Prostaglandin E1 has been used in maintaining mice proximal tubule, and NRK-52E, a rat renal epithelial cell line.

Biochem/physiol Actions

Prostaglandins mediate vasodilation and vasoconstriction, the E series of prostaglandin is a highly effective vasodilator. It is known to efficiently cause erythema. Prostaglandin E1 is considered as a potent pyretic factor, and acts through cerebral ventricles. Prostaglandin E1 is useful to prolong cardiovascular function in new born suffering from ductus-dependant congenital heart disease until surgery.

pictograms

Skull and crossbones

signalword

Danger

hcodes

hazcat

Acute Tox. 3 Oral

storage_class_code

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

WGK Germany

WGK 1

Flash Point F

Not applicable

Flash Point C

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Naturally produced crystals obtained from kidney stones are less injurious to renal tubular epithelial cells than synthetic crystals
Escobar C, et al.
BJU International, 100(4), 891-897 (2007)
The Prostaglandins (2013)
Stephen A Davis et al.
Nature chemical biology, 11(7), 481-487 (2015-06-02)
Drugs that act more promiscuously provide fewer routes for the emergence of resistant mutants. This benefit, however, often comes at the cost of serious off-target and dose-limiting toxicities. The classic example is the antifungal amphotericin B (AmB), which has evaded...
Long-term prostaglandin E1 infusion for newborns with critical congenital heart disease
Aykanat A, et al.
Pediatric Cardiology, 37(1), 131-134 (2016)
Mark S Szczypka et al.
Stem cells (Dayton, Ohio), 23(1), 44-54 (2004-12-31)
Results obtained in recent experiments suggest that bone marrow-derived cells (BMDCs) engraft into tissues and differentiate into various somatic cell types. However, it is unclear whether injury is required for the phenomenon to occur at appreciable frequencies. In this study...

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