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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:
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

Signal Word

Danger

Hazard Statements

H301

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)

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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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)
Long-term prostaglandin E1 infusion for newborns with critical congenital heart disease
Aykanat A, et al.
Pediatric Cardiology, 37(1), 131-134 (2016)
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
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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