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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/REAXYS Number:
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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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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
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
E Fibach et al.
Cytometry, 9(6), 525-528 (1988-11-01)
The fluorescence activated cell sorter (FACS) was used for measuring the uptake of the fluorescent fatty acid derivative 12-(1-pyrene) dodecanoic acid (P12) by human peripheral blood cells. The results indicate that blood cells differ widely in their ability to take
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
E Fibach et al.
Journal of cell science, 85, 149-159 (1986-09-01)
Cells were incubated with 12-(1-pyrene)-dodecanoic acid (P12), a long-chain fatty acid to which a pyrene ring has been attached covalently. This acid was transported across the plasma membranes of cells and subsequently incorporated into their neutral lipids and phospholipids. Irradiation
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