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253596

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
NACRES:
NA.22
PubChem Substance ID:
24855314
UNSPSC Code:
12352106
MDL number:
MFCD00010066
Form:
solid
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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

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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N Rapoport et al.
Archives of biochemistry and biophysics, 384(1), 100-108 (2001-01-09)
To assess the effect of a polymeric surfactant, Pluronic P-105 on the activity of electron transport chains in the mitochondria of HL-60 cells, the bioreduction rates of two membrane-localized lipophilic spin probes, 16-doxylstearic acid methyl ester (16-DSME) and 5-doxylstearic acid
Gábor Balogh et al.
PloS one, 6(6), e21182-e21182 (2011-06-24)
Cellular membranes respond rapidly to various environmental perturbations. Previously we showed that modulations in membrane fluidity achieved by heat stress (HS) resulted in pronounced membrane organization alterations which could be intimately linked to the expression and cellular distribution of heat
M A Baqué et al.
Biochemical and biophysical research communications, 505(4), 1038-1042 (2018-10-13)
Different spin labels were incorporated to the membranes of cultured insect UFL-AG-286 cells in order to characterize their physical properties by Electron Paramagnetic Resonance spectroscopy (EPR). The spectrum of the spin label 12-SASL incorporated to cell membranes was similar as those
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Global Trade Item Number

SKUGTIN
253596-25MG04061833278956
253596-10MG04061825982243