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Merck
CN

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:
69168-45-2
Molecular Weight:
400.55
UNSPSC Code:
12352200
NACRES:
NA.32
PubChem Substance ID:
57652924
MDL number:
MFCD00080927
Beilstein/REAXYS Number:
2481235

Key Documents

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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)

SMILES string

OC(=O)CCCCCCCCCCCc1ccc2ccc3cccc4ccc1c2c34

InChI key

JORFLUCVQONOPN-UHFFFAOYSA-N

assay

≥98.0% (HPLC)

form

powder

fluorescence

λex 339 nm; λem 377 nm in methanol

suitability

suitable for fluorescence

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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

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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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
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.
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
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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