2379-94-4Relevant academic research and scientific papers
Locating intercalants within lipid bilayers using fluorescence quenching by bromophospholipids and iodophospholipids
Alexenberg, Carmit,Afri, Michal,Eliyahu, Shlomi,Porat, Hani,Ranz, Ayala,Frimer, Aryeh A.
, p. 128 - 139 (2019/04/10)
In previous work, we have been able to determine the depth of intercalated molecules within the lipid bilayer using the solvent polarity sensitivity of three spectroscopic techniques: the 13C NMR chemical shift (δ); the fluorescence emission wavelength (λem), and the ESR β-H splitting constants (aβ-H). In the present paper, we use the quenching by a heavy atom (Br or I), situated at a known location along a phospholipid chain, as a probe of the location of a fluorescent moiety. We have synthesized various phospholipids with bromine (or iodine) atoms substituted at various locations along the lipid chain. The latter halolipids were intercalated in turn with various fluorophores into DMPC liposomes, biomembranes and erythrocyte ghosts. The most effective fluorescence quenching occurs when the heavy atom location corresponds to that of the fluorophore. The results show that generally speaking the fluorophore intercalates the same depth independent of which lipid bilayer is used. KBr (or KI) is the most effective quencher when the fluorophore resides in or at the aqueous phase. Presumably because of iodine's larger radius and spin coupling constant, the iodine analogs are far less discriminating in the depth range it quenches.
Mitochondria-Targeted Inhibitors of Cytochrome C Peroxidase for Protection from Apoptosis
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Paragraph 0247-0249, (2013/08/15)
The present application is directed to novel imidazole-substituted fatty acids that have been functionalized with an alkyl triphenylphosphonium group, compositions comprising these compounds and their use as inhibitors of cytochrome c peroxidase, in particular for the treatment and prevention of apoptosis.
A new family of polymerizable lyotropic liquid crystals: Control of feature size in cross-linked inverted hexagonal assemblies via monomer structure
Reppy,Gray,Pindzola,Smithers,Gin
, p. 363 - 371 (2007/10/03)
An efficient and versatile synthesis of a series of polymerizable amphiphilic mesogens that affords control over tail length and position of the polymerizable group is described. The synthesis employs a novel and facile method of preparing styrene ethers. The monomers are sodium salts of styrene ether-modified fatty acids that can be used to form cross-linkable inverted hexagonal (HII) lyotropic liquid crystal (LLC) phases at ambient temperature with controllable nanometer-scale dimensions. Examination of a series of regioisomers with the same alkyl chain length but with the styrene ether group at different locations along the chain revealed that the position of the styrene ether has a profound effect on the dimensions of the resulting HII phase at a fixed temperature and composition. Increasing overall monomer tail length also has a significant, although smaller, effect on the unit cell dimensions of the LLC phase. By controlling the structure of the LLC monomer in this manner, cross-linked HII phases with interchannel distances (ICD) ranging from 29 to 54 A can be obtained. Furthermore, changing the counterion from Na+ to tetraalkylammonium ions leads to further expansion of the HII unit cell to a maximum ICD of 65 A, as well as to the production of a lamellar phase. Use of these monomers affords a new and unparalleled degree of control over phase structure and dimensions for the production of nanostructured organic materials.
Synthesis and biological properties of hydroxythioether fatty acids related to leukotrienes: antagonists and agonists of slow-reacting substance of anaphylaxis (SRS-A)
Ho, W,Hageman, W E,Stanley, K G,Gallant, W R,Cherry, D A,et al.
, p. 3 - 12 (2007/10/02)
A series of 6-hydroxy-7-thioether and 6-thioether-7-hydroxy derivatives of commercially available petroselinic acid and 5-hydroxy-6-thioether derivatives of fatty acids containing an aromatic moiety were synthesized.Several of the compounds have exhibited SRS-A antagonist (eg, 5, 10)/agonist (eg, 34, 35) activity.Compound 5 antagonized SRS-A-induced contractions of the isolated guinea pig ileum with IC50 = 0.09 μM. hydroxythioether fatty acids / SRS-A / antagonist / agonist / peptidoleukotriene analogs
