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Key Documents

P7265

Sigma-Aldrich

Prostaglandin A1

≥98% (HPLC), powder, NF-κB inhibitor

Synonyme(s) :

(13E,15S)-15-Hydroxy-9-oxoprosta-10,13-dien-1-oic acid, PGA1

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About This Item

Formule empirique (notation de Hill):
C20H32O4
Numéro CAS:
Poids moléculaire :
336.47
Numéro Beilstein :
2003401
Numéro MDL:
Code UNSPSC :
12352211
ID de substance PubChem :
Nomenclature NACRES :
NA.77

product name

Prostaglandin A1, synthetic

Source biologique

synthetic

Niveau de qualité

Pureté

≥98%

Forme

powder

Température de stockage

−20°C

Chaîne SMILES 

O=C1[C@H](CCCCCCC(O)=O)[C@@H](/C=C/[C@H](CCCCC)O)C=C1

InChI

1S/C20H32O4/c1-2-3-6-9-17(21)14-12-16-13-15-19(22)18(16)10-7-4-5-8-11-20(23)24/h12-18,21H,2-11H2,1H3,(H,23,24)/b14-12+/t16-,17-,18+/m0/s1

Clé InChI

BGKHCLZFGPIKKU-LDDQNKHRSA-N

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Actions biochimiques/physiologiques

Prostaglandin A1 (PGA1) is a cyclopentenone prostaglandin containing chemically reactive α,β-unsaturated carbonyl. This cyclooxygenase 2 (COX-2) metabolic product aids in regulating the development and progression of Alzheimer′s disease (AD). In addition, PGA1 also regulates various biological processes via Michael addition. It exhibits antiviral activity against avian influenza A viruses (IAV) by inducing cytoprotective heat shock response in infected cells and by inhibiting nuclear factor-κB (NF-κB) activity.

Pictogrammes

Health hazardExclamation mark

Mention d'avertissement

Danger

Mentions de danger

Classification des risques

Acute Tox. 4 Oral - Repr. 1B

Code de la classe de stockage

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

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)


Certificats d'analyse (COA)

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Les clients ont également consulté

Stefania Carta et al.
Prostaglandins, leukotrienes, and essential fatty acids, 91(6), 311-323 (2014-08-26)
Influenza A viruses (IAV) have the potential to cause devastating pandemics. In recent years, the emergence of new avian strains able to infect humans represents a serious threat to global human health. The increase in drug-resistant IAV strains underscores the
A Aitokallio-Tallberg et al.
Cancer letters, 34(2), 201-206 (1987-02-01)
The production of the antiaggregatory and vasodilatory prostacyclin (PGI2) in patients with gynaecological tumours was studied by assaying urinary 6-keto-prostaglandin F1a (= 6-keto-PGF1a), a hydration product of PGI2), by radioimmunoassay following high performance liquid chromatography (HPLC) in 59 patients with
Guo-Biao Xu et al.
Molecular neurobiology, 58(3), 1114-1127 (2020-10-24)
Prostaglandin (PG) A1 is a metabolic product of cyclooxygenase 2 (COX-2) that is potentially involved in regulating the development and progression of Alzheimer's disease (AD). PGA1 is a cyclopentenone (cy) PG characterized by the presence of a chemically reactive α,β-unsaturated
M G Santoro
Experientia, 50(11-12), 1039-1047 (1994-11-30)
Acute infection of mammalian cells with several types of RNA and DNA viruses often results in induction of heat-shock gene expression. The presence of hsp70 in intact virions, as well as the transient association of HSP with viral proteins and
Beatriz Díez-Dacal et al.
Cancer research, 71(12), 4161-4171 (2011-04-22)
Cyclopentenone prostaglandins (cyPG) are reactive eicosanoids that may display anti-inflammatory and antiproliferative actions, possibly offering therapeutic potential. Here we report the identification of members of the aldo-keto reductase (AKR) family as selective targets of the cyPG prostaglandin A(1) (PGA(1)). AKR

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