Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

253618

Sigma-Aldrich

Methyl 5-DOXYL-stearate, free radical

Synonym(s):

2-(4-Methoxy-4-oxobutyl)-4,4-dimethyl-2-tridecyl-3-oxazolidinyloxy, 2-(4-Methoxy-4-oxobutyl)-4,4-dimethyl-2-tridecyl-3-oxazolidinyloxy, free radical, 5-MeSL

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C23H45NO4
CAS Number:
38568-24-0
Molecular Weight:
399.61
MDL number:
MFCD00010543
UNSPSC Code:
12352000
PubChem Substance ID:
24855315
NACRES:
NA.22

Quality Level

100

functional group

ester
ether

storage temp.

2-8°C

SMILES string

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

InChI

1S/C23H44NO4/c1-5-6-7-8-9-10-11-12-13-14-15-18-23(19-16-17-21(25)27-4)24(26)22(2,3)20-28-23/h5-20H2,1-4H3

InChI key

XKWHHWBOJRTEHX-UHFFFAOYSA-N

General description

Spin label

Application

Reactant free radical spin label involved in:
  • Synthesis of alkyl phospholipid analogs of perifosine and miltefosine for cytotoxicity studies
  • Studies of micellular properties via electron spin (paramagnetic) resonance
  • Spin-labeled stearates partitioning into the lipid domain of stratum corneum
  • Location determinations in sodium dodecyl sulfate micelles
  • Studies of local mobility and structure of micelles via its use as a probe
  • ESR (EPR) studies of metalloporphyrin intercalation into liposome membranes

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

141.8 °F - closed cup

Flash Point(C)

61 °C - closed cup

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKBF5080
05122HC
07730CX

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Nataly Lebedeva et al.
The journal of physical chemistry. B, 110(20), 9791-9799 (2006-05-19)
A strategy to locate spectroscopic probes in micelles is presented which involves establishing a "benchmark" probe, i.e., one whose position is well-known and against which other probe positions may be established. Theoretically calculated values of the fraction of the micelle
Catarina Pereira-Leite et al.
Physical chemistry chemical physics : PCCP, 20(21), 14398-14409 (2018-05-18)
Gastrointestinal (GI) toxicity is a major drawback of the chronic use of nonsteroidal anti-inflammatory drugs (NSAIDs). The NSAIDs topical actions on the protective phospholipid layers of the GI mucosa seem to be a central toxicity mechanism of these pharmaceuticals. This
M L Bianconi et al.
Biochemical and biophysical research communications, 152(1), 344-350 (1988-04-15)
ESR spectra of membrane spin probes are conventionally used to obtain structural information. Here we show, for the first time, that when a membrane-soluble compound undergoes a chemical reaction, time-dependent changes in the ESR spectra of membrane spin probes can

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service