CAS 29545-48-0

5-Doxylstearic acid

Description:

5-Doxylstearic acid is a long-chain fatty acid characterized by the presence of a hydroxyl group and a nitroxide radical at the fifth carbon position of the stearic acid backbone. This compound is notable for its amphiphilic nature, which allows it to interact with both hydrophilic and hydrophobic environments, making it useful in various applications, including surfactants and stabilizers in colloidal systems. The nitroxide group imparts unique redox properties, enabling it to act as a spin label in electron paramagnetic resonance (EPR) studies, which can provide insights into molecular dynamics and interactions in biological systems. Additionally, 5-Doxylstearic acid can influence membrane fluidity and phase behavior due to its structural characteristics. Its solubility is generally higher in organic solvents compared to water, and it can form micelles or lipid bilayers under appropriate conditions. Overall, this compound serves as a valuable tool in both chemical research and biophysical studies, contributing to our understanding of molecular behavior in complex environments.

Formula: C₂₂H₄₂NO₄

InChI: 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: InChIKey=PYDZKXQLRMNQFK-UHFFFAOYSA-N

SMILES: CCCCCCCCCCCCCC1(CCCC(=O)O)N(C(C)(C)CO1)O

Synonyms:

• 2-(3-Carboxypropyl)-2-tridecyl-4,4-dimethyl oxazoline-3-oxyl
• 2-(3-Carboxypropyl)-4,4-dimethyl-2-tridecyl-3-oxazolidinyloxy
• 2-(3-Carboxypropyl)-4,4-dimethyl-2-tridecyl-3-oxazolidinyloxyl
• 3-Oxazolidinyloxy, 2-(3-Carboxypropyl)-4,4-Dimethyl-2-Tridecyl-
• 5-Doxylstearate
• 5-Doxylstearic acid
• 5-Dsa
• 5-Nitroxystearate
• 5-Sasl
• K 5D (spin probe)
• 5NS

3-Oxazolidinyloxy, 2-(3-carboxypropyl)-4,4-dimethyl-2-tridecyl-

CAS: 29545-48-0

Formula: C₅HF₁₁O₃S

Color and Shape: Solid

Molecular weight: 350.1071

Ref: IN-DA002YPX

5-Doxyl Stearic Acid, free radical

CAS: 29545-48-0

Formula: C₂₂H₄₂NO₄

Molecular weight: 384.58

Ref: 4Z-S-057005

5-DOXYL-stearic Acid, Free Radical (>90%)

CAS: 29545-48-0

Applications 5-DOXYL-stearic Acid, Free Radical is a spin label that is used for investigating structural changes in lipids. 5-DOXYL-stearic Acid, Free Radical can also be used in biological study of C-edge loops of arrestin function as membrane anchor.
References Lally, C. C. M., et al.: Nat Commun, 8, 14258 (2017)

Formula: C₂₂H₄₂NO₄

Purity: >90%

Color and Shape: Neat

Molecular weight: 384.57

Ref: TR-D535528

5-Doxyl stearic acid

CAS: 29545-48-0

5-Doxyl stearic acid is an agonist of the G protein coupled receptor. It has been shown to activate energy metabolism in human neutrophils and HL-60 cells, as well as guanine nucleotide binding and transmembrane transport. 5-Doxyl stearic acid was found to have no significant effect on the regulation of cellular membrane fluidity or on the permeability of biological membranes. It also has no significant effects on human erythrocytes, human serum, or human plasma. This compound is a cyclic peptide with a magnesium salt that can be used for fluorescent probe studies and has been used to develop a model system for studying G protein coupled receptors.

Formula: C₂₂H₄₂NO₄

Color and Shape: Yellow Powder

Molecular weight: 384.57 g/mol

Ref: 3D-FC139228

5-Doxyl Stearic Acid, free radical

CAS: 29545-48-0

Formula: C₂₂H₄₂NO₄

Molecular weight: 384.58

Ref: ST-EA-CP-S161008