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P7209

Sigma-Aldrich

1-Pyrenedodecanoic acid

≥90% (TLC)

Synonym(s):

12-(1-Pyrenyl)dodecanoic acid

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About This Item

Empirical Formula (Hill Notation):
C28H32O2
CAS Number:
69168-45-2
Molecular Weight:
400.55
Beilstein:
2481235
MDL number:
MFCD00080927
UNSPSC Code:
12352200

Assay

≥90% (TLC)

storage temp.

2-8°C

SMILES string

OC(=O)CCCCCCCCCCCc1ccc2ccc3cccc4ccc1c2c34

InChI

1S/C28H32O2/c29-26(30)14-9-7-5-3-1-2-4-6-8-11-21-15-16-24-18-17-22-12-10-13-23-19-20-25(21)28(24)27(22)23/h10,12-13,15-20H,1-9,11,14H2,(H,29,30)

InChI key

JORFLUCVQONOPN-UHFFFAOYSA-N

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Analysis Note

Probe for studying uptake into cultured cells by FCM

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Certificates of Analysis (COA)

Lot/Batch Number
090K1137
089H1154
075H0575

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P Viani et al.
Biochimica et biophysica acta, 1064(1), 24-30 (1991-04-26)
Two different pyrene derivatives, namely 12-(1-pyrene)dodecanoic acid (P12-FA) and N-(12-(1-pyrene)dodecanoyl)-galactosylsphingosine I3-sulfate (P12-CS) have been used to follow lipid peroxidation both in model and natural membranes. The malondialdehyde (MDA) production in small unilamellar vesicles of dipalmitoylphosphatidylcholine/arachidonic acid (80:20, molar ratio), symmetrically
S Gatt et al.
The Biochemical journal, 253(2), 377-380 (1988-07-15)
Aqueous dispersions of 12-(1-pyrene)-dodecanoic acid (P12), a medium-chain fatty acid to which the fluorescent probe pyrene has been covalently linked, shows a considerable increase in fluorescence when the probe is introduced into a hydrophobic environment. This enables the uptake of
G Celedón et al.
The American journal of physiology, 275(6 Pt 1), C1429-C1431 (1998-12-09)
Because it has been reported that hypoxia in rats may promote lipid peroxidation and other free radical reactions that could modify membrane lipids and proteins, the effect of acute hypobaric hypoxia on human erythrocyte membranes was investigated. 12-(1-Pyrene)dodecanoic acid fluorescent
S Oshima et al.
Journal of nutritional science and vitaminology, 39(6), 607-615 (1993-12-01)
Large unilamellar liposomes comprising of egg yolk phosphatidylcholine (PC) was exposed to photoirradiation in the presence of methylene blue (water-soluble photosensitizer) or 12-(1-pyrene)dodecanoic acid (P-12, lipid-soluble photosensitizer) to estimate the inhibitory effect of beta-carotene and astaxanthin on photosensitized oxidation of
E Fibach et al.
Experimental hematology, 18(2), 89-93 (1990-02-01)
Irradiation with long-wave UV light (LUV) at 366 nm of cells that had been incubated with 12-(1-pyrene)dodecanoic acid (P12), a fatty acid derivative with a covalently linked pyrene nucleus, resulted in cytotoxicity. Using the in vitro established human cell lines
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