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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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Product Name

1-Pyrenedodecanoic acid, suitable for fluorescence, ≥98.0% (HPLC)

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
W D Picking
Biochemical and biophysical research communications, 195(3), 1153-1158 (1993-09-30)
Monosialoganglioside GM1 labeled with 1-pyrene-dodecanoic acid was used to monitor interactions between cholera toxin and its receptor. Binding of cholera toxin to labeled ganglioside caused a decrease in pyrene fluorescence intensity at 480 nm concomitant with an increase in fluorescence
E Fibach et al.
Experimental hematology, 18(2), 89-93 (1990-02-01)
Irradiation with long-wave UV light (LUV) at 366 nm of cells that had been incubated with 12-(1-pyrene)dodecanoic acid (P12), a fatty acid derivative with a covalently linked pyrene nucleus, resulted in cytotoxicity. Using the in vitro established human cell lines
E Fibach et al.
Leukemia research, 11(11), 1019-1026 (1987-01-01)
Incubation of cells with 12-(1-pyrene) dodecanoic acid (P12), a fatty acid to which a pyrene nucleus has been covalently linked, followed by irradiation with long-wave ultra-violet light (LUV) at 366 nm, resulted in cytotoxicity. Syntheses of macromolecules was significantly decreased
S Oshima et al.
Journal of nutritional science and vitaminology, 39(6), 607-615 (1993-12-01)
Large unilamellar liposomes comprising of egg yolk phosphatidylcholine (PC) was exposed to photoirradiation in the presence of methylene blue (water-soluble photosensitizer) or 12-(1-pyrene)dodecanoic acid (P-12, lipid-soluble photosensitizer) to estimate the inhibitory effect of beta-carotene and astaxanthin on photosensitized oxidation of
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