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16-DOXYL-STEARIC ACID

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16-DOXYL-STEARIC ACID Basic information

Product Name:
16-DOXYL-STEARIC ACID
Synonyms:
  • 15-(2-ethyl-3-$l^{1}-oxidanyl-4,4-dimethyl-1,3-oxazolidin-2-yl)pentadecanoic acid
  • 16-Doxy-stearic acid
  • 3-Oxazolidinyloxy, 2-(14-carboxytetradecyl)-2-ethyl-4,4-diMethyl-
  • 16-DOXYL-stearic Acid 
  • 16DOXYL
  • 16NS
  • 16-SASL
  • 2-(14-CARBOXYTETRADECYL)-2-ETHYL-4,4-DIMETHYL-3-OXAZOLIDINYLOXY
CAS:
53034-38-1
MF:
C22H42NO4*
MW:
384.57
EINECS:
251-228-4
Product Categories:
  • Analytical Chemistry
  • ESR Spectrometry
  • Spin Labels
Mol File:
53034-38-1.mol
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16-DOXYL-STEARIC ACID Chemical Properties

Melting point:
47-55 °C(lit.)
Flash point:
113 °C
storage temp. 
2-8°C
solubility 
DMF: 30 mg/ml; DMSO: 10 mg/ml; Ethanol: 20 mg/ml
form 
powder to crystal
color 
White to Yellow
Stability:
Hygroscopic
CAS DataBase Reference
53034-38-1
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Safety Information

WGK Germany 
3
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16-DOXYL-STEARIC ACID Usage And Synthesis

Description

16-doxyl Stearic acid is a form of stearic acid that contains a 4,4-dimethyl-3-oxazolinyloxy (DOXYL) group, creating a hydrophobic spin label. It is commonly used to study molecular aspects of membranes and hydrophobic proteins.

Uses

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

Uses

16-DOXYL-stearic acid, free radical is a spin label for membrane fluidity studies. It can be used to study the dynamics of the lipid bilayer, distribution of fatty acids, and effects of lipid components on detergent-resistant membranes. It can be used for the investigation of surfactant effects on protein formulations by EPR spectroscopic technique.

Definition

ChEBI: 16-DOXYL-stearic acid is a member of aminoxyls. It is functionally related to a 4,4-dimethyloxazolidine-N-oxyl and an octadecanoic acid.

References

[1] NATALYA G KORMOSH. Conformational changes in inter-α-trypsin inhibitor heavy chain 4 activate its tumor-specific activity in mice with B16 melanoma.[J]. Molecular medicine reports, 2015: 4483-4493. DOI: 10.3892/mmr.2015.3961
[2] KARINE LAULAGNIER. Mast cell- and dendritic cell-derived exosomes display a specific lipid composition and an unusual membrane organization.[J]. Biochemical Journal, 2004, 380 Pt 1: 161-171. DOI: 10.1042/bj20031594
[3] EKATERINA A. VISHNYAKOVA . Spin-labeling study of membranes in wheat embryo axes. 1. Partitioning of doxyl stearates into the lipid domains[J]. Biochimica et biophysica acta. Biomembranes, 2000, 1467 2: Pages 380-394. DOI: 10.1016/s0005-2736(00)00234-0

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