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P7527

Sigma-Aldrich

Prostaglandin E1

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

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C20H34O5
CAS Number:
745-65-3
Molecular Weight:
354.48
Beilstein/REAXYS Number:
5294062
EC Number:
212-017-2
MDL number:
MFCD00077860
UNSPSC Code:
12352209
PubChem Substance ID:
24898855
NACRES:
NA.77

biological source

synthetic (organic)

Quality Level

200

sterility

γ-irradiated

product line

BioXtra

form

powder

concentration

≥60% (HPLC)

technique(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

Gene Information

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

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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
GHS06

signalword

Danger

hcodes

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

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

ppe

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Long-term prostaglandin E1 infusion for newborns with critical congenital heart disease
Aykanat A, et al.
Pediatric Cardiology, 37(1), 131-134 (2016)
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
Signe E Cremer et al.
PloS one, 14(11), e0224891-e0224891 (2019-11-14)
Domestic dogs share the same environment as humans, and they represent a valuable animal model to study naturally-occurring human disease. Platelet proteomics holds promise for the discovery of biomarkers that capture the contribution of platelets to the pathophysiology of many
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