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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[1][2]

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCBP3290V
448948/1
437487/1
1173348

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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
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
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
K Okumoto et al.
Experimental cell research, 233(1), 11-20 (1997-05-25)
We made use of the 9-(1'-pyrene)nonanol/ultraviolet (P9OH/UV) method and isolated peroxisome-deficient mutant cells. TKa cells, the wild-type Chinese hamster ovary (CHO) cells, CHO-K1, that had been stably transfected with cDNA encoding Pex2p (formerly peroxisome assembly factor-1, PAF-1) were used to
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