82663

Sigma-Aldrich

1-Pyrenedodecanoic acid

suitable for fluorescence, ≥98.0% (HPLC)

Synonym(s):
12-(1-Pyrenyl)dodecanoic acid
Empirical Formula (Hill Notation):
C28H32O2
CAS Number:
Molecular Weight:
400.55
Beilstein/REAXYS Number:
2481235
MDL number:
PubChem Substance ID:
NACRES:
NA.32
Pricing and availability is not currently available.

assay

≥98.0% (HPLC)

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

Signal Word

Warning

Hazard Statements

Precautionary Statements

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Hazard Codes

Xi

Risk Statement

36/37/38

Safety Statement

26

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
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 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...
K Tateishi et al.
European journal of cell biology, 73(4), 352-359 (1997-08-01)
We isolated peroxisome biogenesis mutants from Chinese hamster ovary (CHO) cells, using the 9-(1'-pyrene)nonanol/ultraviolet (P9OH/ UV) method and wild-type CHO-K1 cells that had been stably transfected with cDNA encoding Pex2p (formerly peroxisome assembly factor-1, PAF-1). Three mutant cell clones, ZP110...
N Nahas et al.
Biochimica et biophysica acta, 917(1), 86-91 (1987-01-13)
A procedure is described for the continuous monitoring and recording of fatty acid transport into cultured cells. Uptake of the fluorescent fatty acid derivative, 12-(1-pyrene)dodecanoic acid [P12] by a suspension of human promyelocytic leukemia (HL-60) cells was analyzed and recorded...
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...

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