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253634

Sigma-Aldrich

5-DOXYL-stearic acid, free radical

Synonym(s):

2-(3-Carboxypropyl)-4,4-dimethyl-2-tridecyl-3-oxazolidinyloxy, free radical, 5-Doxylstearate, 5-SASL

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About This Item

Empirical Formula (Hill Notation):
C22H42NO4
CAS Number:
Molecular Weight:
384.57
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:

form

solid

mp

51-53 °C (lit.)

storage temp.

2-8°C

SMILES string

CCCCCCCCCCCCCC1(CCCC(O)=O)OCC(C)(C)N1[O]

InChI

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

InChI key

PYDZKXQLRMNQFK-UHFFFAOYSA-N

Application

Lipid spin label used for many types of electron paramagnetic resonance studies including:
  • Studies to elucidate the interactions of molecules with the membrane surface
  • Kinetics of lipid transfer between lipid bilayers
  • Behavior of molecules within a lipid bilayer
  • Probing the fluid dynamics of the plasma membrane

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Elena A Golovina et al.
European biophysics journal : EBJ, 39(4), 657-668 (2009-10-14)
Here, we investigate the relationships between the chemical stability of the membrane surface and seed longevity. Dry embryos of long-lived tomato and short-lived onion seeds were labeled with 5-doxyl-stearic acid (5-DS). Temperature-induced loss of the electron spin resonance signal caused
Tehila Mishraki et al.
The journal of physical chemistry. B, 115(25), 8054-8062 (2011-05-20)
Insulin entrapment within a monoolein-based reverse hexagonal (H(II)) mesophase was investigated under temperature-dependent conditions at acidic (pH 3) and basic (pH 8) conditions. Studying the structure of the host H(II) system and the interactions of insulin under temperature-dependent conditions has
Hongyan Li et al.
Journal of inorganic biochemistry, 102(5-6), 1257-1266 (2008-02-05)
Divalent metal transporter (DMT1) belongs to the family of Nramp proteins. The fourth transmembrane domain (TM4) housing the disease-causing mutations both in Nramp1 and Nramp2 at the conserved two adjacent glycine residues, was implicated to serve an important biological function.
J M Boggs et al.
Biochimica et biophysica acta, 1189(2), 233-241 (1994-01-19)
Novel cerebroside sulfate (CBS) spin labels containing long chain C24 or C26 fatty acids with a nitroxide spin label on the 22nd carbon were synthesized and used to investigate the ability of the long fatty acid chains of glycosphingolipids to
Chikako Honda et al.
Journal of colloid and interface science, 278(2), 310-317 (2004-09-29)
Interactions and characteristics of 0.1% bovine serum albumin (BSA)-sodium dodecyl sulfate (SDS) in 20 mM phosphate buffer solution were investigated by means of fluorescence spectroscopy and electron spin resonance (ESR) spectroscopy. In BSA-SDS system, the intensity ratio, Im3/Im1, of the

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