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P7265

Sigma-Aldrich

Prostaglandin A1

≥98% (HPLC), powder, NF-κB inhibitor

Synonym(e):

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

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About This Item

Empirische Formel (Hill-System):
C20H32O4
CAS-Nummer:
14152-28-4
Molekulargewicht:
336.47
Beilstein:
2003401
MDL-Nummer:
MFCD00077858
UNSPSC-Code:
12352211
PubChem Substanz-ID:
24898834
NACRES:
NA.77

product name

Prostaglandin A1, synthetic

Biologische Quelle

synthetic

Qualitätsniveau

200

Assay

≥98%

Form

powder

Lagertemp.

−20°C

SMILES String

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

InChIKey

BGKHCLZFGPIKKU-LDDQNKHRSA-N

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Biochem./physiol. Wirkung

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.

Piktogramme

Health hazardExclamation mark
GHS08,GHS07

Signalwort

Danger

H-Sätze

H302,H360F

Gefahreneinstufungen

Acute Tox. 4 Oral - Repr. 1B

Lagerklassenschlüssel

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

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

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Sigma-Aldrich

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Sigma-Aldrich

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Sigma-Aldrich

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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
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
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
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
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
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