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253596

Sigma-Aldrich

16-DOXYL-stearic acid, free radical

Synonym(s):

16-SASL, 16DOXYL, 16NS, 2-(14-Carboxytetradecyl)-2-ethyl-4,4-dimethyl-3-oxazolidinyloxy, free radical

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About This Item

Empirical Formula (Hill Notation):
C22H42NO4
CAS Number:
53034-38-1
Molecular Weight:
384.57
MDL number:
MFCD00010066
UNSPSC Code:
12352106
PubChem Substance ID:
24855314
NACRES:
NA.22

form

solid

Quality Level

100

mp

47-55 °C (lit.)

functional group

carboxylic acid
ether

storage temp.

2-8°C

SMILES string

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

InChI

1S/C22H42NO4/c1-4-22(23(26)21(2,3)19-27-22)18-16-14-12-10-8-6-5-7-9-11-13-15-17-20(24)25/h4-19H2,1-3H3,(H,24,25)

InChI key

RPAZYIOIDZRJOO-UHFFFAOYSA-N

Application

Involved in membrane studies including:
  • Dynamics and state of lipid bilayer-internal water using 1H dynamic nuclear polarization
  • Distribution of fatty acids
  • Transversal relaxation of nitroxides for PELDOR Spectroscopy
  • Effects of different lipid components on detergent-resistant membranes
Spin label for membrane fluidity studies.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
MKCH2501
MKBQ4247V
02014HH
13521CW
11020JN

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P V Dubovskii et al.
Journal of molecular biology, 305(1), 137-149 (2000-12-15)
Carditoxins (CTXs) from cobra snake venoms, the basic 60-62 residue all-beta sheet polypeptides, are known to bind to and impair the function of cell membranes. To assess the membrane induced conformation and orientation of CTXs, the interaction of the P-type
K Tsuda et al.
Biochemical and biophysical research communications, 275(3), 946-954 (2000-09-07)
It has been shown that rheological abnormality might be an etiological factor in hypertension. Recent studies have revealed that human erythrocytes possess a nitric oxide (NO) synthase and that this activation might be involved in the regulation of rheological properties
I Yruela et al.
Biochimica et biophysica acta, 1515(1), 55-63 (2001-10-13)
The effect of fatty acid desaturation on lipid fluidity in thylakoid membranes isolated from the STR7 mutant was investigated by electron paramagnetic resonance (EPR) using spin label probes. The spectra of both 5- and 16-n-doxylstearic acid probes were measured as
O B Oleksiuk et al.
Biofizika, 48(2), 246-250 (2003-05-02)
The effect of lead acetate on the physical state of membrane lipids in human erythrocytes in vitro was studied using the lipophilic fluorescence probe 1,6-diphenyl-1,3,5-hexatriene and spin probes 16-doxyl-stearate and iminoxyl palmitic acid. It was shown that 2-10 microM lead
A Grammenos et al.
Biochemical and biophysical research communications, 390(1), 5-9 (2009-09-12)
In the present work, the effect of Randomly-methylated-beta-cyclodextrin (Rameb) on the microviscosity of dimyristoyl-l-alpha phosphatidylcholine (DMPC) bilayer was investigated using the electron spin resonance (ESR) technique. The ability of Rameb to extract membrane cholesterol was demonstrated. For the first time
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