82663
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:
Molecular Weight:
400.55
UNSPSC Code:
12352200
NACRES:
NA.32
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
2481235
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
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
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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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