82663

Sigma-Aldrich

1-Pyrenedodecanoic acid

suitable for fluorescence, ≥98.0% (HPLC)

Synonym(s):
12-(1-Pyrenyl)dodecanoic acid
Empirical Formula (Hill Notation):
C28H32O2
CAS Number:
Molecular Weight:
400.55
Beilstein/REAXYS Number:
2481235
MDL number:
PubChem Substance ID:
NACRES:
NA.32

Quality Level

assay

≥98.0% (HPLC)

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

Signal Word

Warning

Hazard Statements

Precautionary Statements

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
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...
F Ojima et al.
Free radical biology & medicine, 15(4), 377-384 (1993-10-01)
Human plasma and plasma low-density lipoprotein (LDL) were exposed to photoirradiation in the presence of methylene blue (water-soluble photosensitizer) or 12-(1-pyrene)dodecanoic acid (P-12, lipid-soluble photosensitizer). In methylene-blue-sensitized photooxidation of human plasma and LDL, endogenous carotenoids and tocopherols were consumed with...
E Fibach et al.
Experimental cell research, 166(1), 220-228 (1986-09-01)
The uptake of a fluorescent derivative of a fatty acid (FDFA), 12-(1-pyrene) dodecanoic acid (P12) by murine erythroleukemia (MEL) cells was studied. Because of the intense fluorescence of the pyrene ring, the association of P12 with intact cells could be...
S Gatt et al.
Biochimica et biophysica acta, 943(3), 447-453 (1988-09-01)
Pyrene dodecanoic acid (P12), a medium-chain fatty acid to which the fluorescent probe pyrene is covalently linked, showed a considerable increase in fluorescence when the probe was introduced into a hydrophobic environment. Also, when closely packed in an aggregate, an...
E Spisni et al.
Biochimica et biophysica acta, 1402(1), 61-69 (1998-04-29)
Zellweger fibroblasts, which are devoid of peroxisomes and fail to synthesize plasmalogens, are very sensitive to the killing effect triggered by UV-activated 12-(1-pyrene) dodecanoic acid (P12). Although in some studied performed, it is assumed that reactive oxygen species (ROS) may...

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