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Merck
CN

253626

16-Doxyl-stearic acid methyl ester

Synonym(s):

2-Ethyl-2-(15-methoxy-15-oxopentadecyl)-4,4-dimethyl-3-oxazolidinyloxy, free radical

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About This Item

Empirical Formula (Hill Notation):
C23H44NO4
CAS Number:
59719-53-8
Molecular Weight:
398.60
NACRES:
NA.22
PubChem Substance ID:
24855316
UNSPSC Code:
12352100
MDL number:
MFCD00010155

Key Documents

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InChI

1S/C23H44NO4/c1-5-23(24(26)22(2,3)20-28-23)19-17-15-13-11-9-7-6-8-10-12-14-16-18-21(25)27-4/h5-20H2,1-4H3

SMILES string

CCC1(CCCCCCCCCCCCCCC(=O)OC)OCC(C)(C)N1[O]

InChI key

XVQIOHOXFFTSLD-UHFFFAOYSA-N

solubility

methanol: soluble 5%, clear to slightly hazy, yellow

functional group

ester
ether

storage temp.

2-8°C

Quality Level

200

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Application

16-Doxyl-stearic acid methyl ester has been employed as spin label:
  • to investigate the changes within the lipid double layer of liposomal membranes
  • to measure the bacterial membrane fluidity by electron spin resonance
Spin label reagent useful for the study of membrane fluidity by electron spin resonance spectrophotometry.

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

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Certificates of Analysis (COA)

Lot/Batch Number
0000070102
0000065558
0000051440
BGBC1137V
09208HH

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Dariusz Man et al.
Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry, 16(1), 173-181 (2010-10-22)
Liposomes characterized by membranes featuring diverse fluidity (liquid-crystalline and/or gel phase), prepared from egg yolk lecithin (EYL) and dipalmitoylphosphatidylcholine (DPPC), were doped with selected metalloporphyrins and the time-related structural and dynamic changes within the lipid double layer were investigated. Porphyrin
T Koga et al.
The Journal of antimicrobial chemotherapy, 42(2), 133-140 (1998-09-17)
Plaunotol, a cytoprotective antiulcer agent, has a bactericidal effect against Helicobacter pylori, which may result from interaction of this compound with the bacterial cell membrane. The purpose of the present study was to confirm that plaunotol interacts with the H.

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