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82663

Sigma-Aldrich

1-Pyrenedodecanoic acid

suitable for fluorescence, ≥98.0% (HPLC)

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
PubChem Substance ID:
57652924
NACRES:
NA.32

Assay

≥98.0% (HPLC)

form

powder

fluorescence

λex 339 nm; λem 377 nm in methanol

suitability

suitable for fluorescence

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

In addition to the emission maximum at 377 nm, there are lower maxima at 397, 418 and 440 nm.

Other Notes

Anionic membrane probe. Studies on the uptake of fluorescent fatty acids into cultured cells

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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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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
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
K Fukuzawa et al.
BioFactors (Oxford, England), 7(1-2), 31-40 (1998-04-02)
The rate constants (ks) of 1O2 scavenging for alpha-tocopherol (alpha-Toc) and beta-carotene (beta-Car) were measured in liposome membranes, and compared with those in EtOH solution. 1O2 was site-specifically generated by photoirradiation using two photosensitizers, water-soluble Rose bengal (RB) and lipid-soluble
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
Lucía Fernández-Del-Río et al.
Free radical biology & medicine, 154, 105-118 (2020-05-11)
Coenzyme Q (CoQ) is an essential player in the respiratory electron transport chain and is the only lipid-soluble antioxidant synthesized endogenously in mammalian and yeast cells. In humans, genetic mutations, pathologies, certain medical treatments, and aging, result in CoQ deficiencies
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