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82660

Sigma-Aldrich

1-Pyrenedecanoic acid

suitable for fluorescence, ≥98.0% (HPLC)

Synonym(s):

10-(1-Pyrenyl)decanoic acid

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About This Item

Empirical Formula (Hill Notation):
C26H28O2
CAS Number:
64701-47-9
Molecular Weight:
372.50
Beilstein:
2007670
MDL number:
MFCD00056577
UNSPSC Code:
12352200
PubChem Substance ID:
329769259

Assay

≥98.0% (HPLC)

form

powder

fluorescence

λex 340 nm; λem 376 nm in methanol

suitability

suitable for fluorescence

SMILES string

OC(=O)CCCCCCCCCc1ccc2ccc3cccc4ccc1c2c34

InChI

1S/C26H28O2/c27-24(28)12-7-5-3-1-2-4-6-9-19-13-14-22-16-15-20-10-8-11-21-17-18-23(19)26(22)25(20)21/h8,10-11,13-18H,1-7,9,12H2,(H,27,28)

InChI key

PIMKEUIWMFJVNB-UHFFFAOYSA-N

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Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Analysis Note

In addition to the emission maximum at 376 nm, there are lower maxima at 396, 415 and 440 nm.

Other Notes

Anionic membrane probe; Measurement of membrane fluidity of polymorphonuclear leukocytes by flow cytometry; Biosynthetically incorporated into cultured fibroblasts

Storage Class Code

13 - Non 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
BCCC7918
1076823
BCBR4183V
BCBQ3385V
BCBP9511V

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J Radom et al.
Biochimica et biophysica acta, 920(2), 131-139 (1987-07-31)
The lipid metabolism in cultured fibroblasts from multisystemic (type 3) lipid storage myopathy and controls has been studied through pulse-chase experiments using 1-pyrenedecanoic acid as precursor. The uptake of 1-pyrenedecanoic acid was not significantly different in multisystemic lipid storage myopathy
M Masuda et al.
Journal of immunological methods, 96(2), 225-231 (1987-02-11)
A method was established for measuring membrane fluidity of polymorphonuclear leukocytes (PMN) by the excimer-forming lipid technique with pyrenedecanoic acid in flow cytometry. When cells were labeled, the use of 2-25 microM of pyrenedecanoic acid provided similar results. Neither the
Pyrenedecanoic acid and pyrene lecithin.
H J Galla et al.
Methods in enzymology, 72, 471-479 (1981-01-01)
Amit K Saha et al.
Biophysical journal, 112(7), 1481-1488 (2017-04-14)
Cholesterol is an important risk factor of atherosclerosis, due to its active uptake by monocytes/macrophages. Monocyte recruitment from flowing blood to atherosclerotic foci is the key first step in the development of atherosclerosis. Cholesterol content alters cell membrane stiffness, and
Sung Jin Shim et al.
Bioresource technology, 303, 122944-122944 (2020-02-12)
This study aimed to improve valuable omega-3 fatty acids production in freshwater microalgae at normal temperature by inducing homeoviscous adaptation using CaCl2, which could have a role in decreasing the cellular membrane fluidity followed by increasing the rigidity of cell
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