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P7265

Sigma-Aldrich

Prostaglandin A1

≥98% (HPLC), powder, NF-κB inhibitor

Synonyma:

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

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About This Item

Empirický vzorec (Hillův zápis):
C20H32O4
Číslo CAS:
14152-28-4
Molekulová hmotnost:
336.47
Beilstein/REAXYS Number:
2003401
MDL number:
MFCD00077858
UNSPSC Code:
12352211
PubChem Substance ID:
24898834
NACRES:
NA.77

Název produktu

Prostaglandin A1, synthetic

biological source

synthetic

Quality Level

200

assay

≥98%

form

powder

storage temp.

−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

InChI key

BGKHCLZFGPIKKU-LDDQNKHRSA-N

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Související kategorie

Biochem/physiol Actions

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.

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Repr. 1B

Storage Class

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Osvědčení o analýze (COA)

Lot/Batch Number
0000366402
0000342741
0000342742
0000342742
0000342741

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Prostaglandin E2 synthetic, powder, BioReagent, suitable for cell culture

Sigma-Aldrich

P0409

Prostaglandin E2

Alprostadil European Pharmacopoeia (EP) Reference Standard

Y0000054

Alprostadil

L-Azetidine-2-carboxylic acid ≥99%

Sigma-Aldrich

A0760

L-Azetidine-2-carboxylic acid

Prostaglandin E2 γ-irradiated, powder, BioXtra, suitable for cell culture

Sigma-Aldrich

P6532

Prostaglandin E2

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
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
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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