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Sigma-Aldrich

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
MDL number:
MFCD00010155
UNSPSC Code:
12352100
PubChem Substance ID:
24855316
NACRES:
NA.22

solubility

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

functional group

ester

storage temp.

2-8°C

SMILES string

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

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

InChI key

XVQIOHOXFFTSLD-UHFFFAOYSA-N

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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 Code

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
BGBC1137V
09208HH
03918HB
13129JG
01626EF

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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.
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

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