120-87-6Relevant academic research and scientific papers
ON THE STRUCTURE OF MICELLES.
Menger,Doll
, p. 1109 - 1113 (1984)
Kinetic studies of micellar olefin oxidation by permanganate ion show that a terminal olefin is oxidized 2 orders of magnitude faster than internal olefins. This is interpreted in terms of coiling and disorder which place chain termini in the water-rich Stern region. The results are not consistent with the Dill-Flory and Fromherz models.
The action of hypochlorous acid on phosphatidylcholine liposomes in dependence on the content of double bonds. Stoichimetry and NMR analysis
Arnhold, J.,Panasenko, O. M.,Schiller, J.,Vladimirov, Yu. A.,Arnold, K.
, p. 55 - 64 (1995)
Kinetics of the consumption of hypochlorous acid in its reaction with double bonds of unsaturated phospholipids and fatty acids were measured using luminol chemiluminescence.Stoichiometry ratios between the consumption of HOCl/OCl- and the loss of double bonds vary from 2:1 to 1:1.Highest values were found in DMPC liposomes containing 5 molpercent oleic acid or OPPC.With increasing content of double bonds or higher numbers of double bonds in a fatty acid acyl chain ddue to incorporated unsaturated fatty acids or phospholipids in DMPC liposomes the stoichiometry ratio falls continuously to 1:1.A ratio of about 1:1 was observed in multilamellar and unilamellar liposomes composed of egg yolk phosphatidylcholine.Products of the reaction of oleic acid with hypochlorous acid were analysed by 1H-NMR spectroscopy.Chlorohydrins were formed in both DMPC liposomes containing 5 or 40 molpercent oleic acid.Keywords: Hypochlorous acid; Chlorohydrins; Double bond; Phospholipids; Fatty acids
THE ELCTRICAL CONDUCTANCE OF MOLTEN LEAD(II) 9,10-DIHYDROXYOCTADECANOATE AND SOME BINARY MIXTURES WITH LEAD(II) OCTADECANOATE
Akanni, M. Sola,Mbaneme, P. Chuckwulozie
, p. 3357 - 3366 (1986)
Data are presented for electrical conductances of molten lead(II) 9,10-dihydroxyoctadecanoate and the system lead(II) octadecanoate-lead(II) 9,10-dihydroxyoctadecnoate.The lead(II) 9,10-dihydroxyoctadecanoate is prepared from 9,10-dihydroxyoctadecanoic acid which in turn is obtained from the oxidation of cis-9-octadecanoic acid by hydrogen peroxide in methanoic acid.For the mole fraction of lead(II) 9,10-dihydroxyoctadecanopate /= 0.03.The maximum is interpreted in terms of the current carriers (Pb(2+) ions) recting with the dihydroxy groups to form a bridged cyclo-acid.The observed low conductance of pure lead(II) 9,10-dohyroxyoctadecanoate and the decrease in conductance of the mixtures compared with lead(II) octadecanoate is suggested to be due to the relatively small dissociation of the dihydroxy soap.Activation energies for conductance in the low-temperature region show a steady decrease with increasing mole fraction of lead(II) 9,10-dihydroxyoctadecanoate up to a certain composition and then increase.Theis behaviour is attributed to a change in the microscopic structure of the melt owing to the increasingly dominant role of the substitued hydroxy groups.The activation energy for the pure dihydroxy soap is close to those of other lead(II) soap, suggesting that the major charge is probably the same, i.e. the Pb(2+) ion.
STEREOCHEMISTRY OF β-HYDROXYDODECANOYL THIOESTER DEHYDRATION CATALYZED BY FATTY ACID SYNTHETASE FROM BREVIBACTERIUM AMMONIAGENES
Saito, Kazuki,Kawaguchi, Akihiko,Seyama, Yousuke,Yamakawa, Tamio,Okuda, Shigenobu
, p. 1689 - 1692 (1982)
The pro-4S hydrogen of trans-α,β-dodecenoyl thioester was abstracted and a proton was added to the 2-Si face during the prototropic isomerization catalyzed by β-hydroxydodecenoyl thioester dehydrase.
PROCESS FOR THE PREPARATION OF HYDROPEROXY ALCOHOLS USING A HETEROGENOUS CATALYST
-
Page/Page column 14-16-20, (2021/07/02)
The present invention relates to a process for preparing hydroperoxy alcohols using hydrogen peroxide as an oxidant in a solvent selected from water-soluble carboxylic acids, in the presence of a metallic mixed oxide heterogeneous catalyst. It also pertains to the use of this catalyst in the synthesis of hydroperoxy alcohols.
Design, synthesis and gelation of low molecular weight organo-gelators derived from oleic acid via, amidation
Gupta, Gaurav R.,Joshi, Narendra S.,Phalak, Raju P.,Waghulde, Govinda P.
, p. 1109 - 1116 (2021/11/17)
In recent decades, gels have been widely considered for various medicinal purposes and, in particular, wound healing applications. In this regard, amides of oleic acids and 9, 10-dihydroxyoctadecanoic acid are synthesized and characterized with the help of modern analytical tools. Among the mentioned amide frameworks, N-(2-aminoethyl)-oleamide exhibits high order of gelation not only with different organic solvents such as n-hexane and DMSO but also with different edible oils such as sesame oil, mustard oil, coconut oil and citriodora oil. Here, we briefly discuss the optimization of gelation conditions for the synthesized amides as organo-gelator, in addition to that the minimum gelation concentration and gelation temperature have also been studied.
Oxidative carbon-carbon bond cleavage of 1,2-diols to carboxylic acids/ketones by an inorganic-ligand supported iron catalyst
Chen, Weiming,Xie, Xin,Zhang, Jian,Qu, Jian,Luo, Can,Lai, Yaozhu,Jiang, Feng,Yu, Han,Wei, Yongge
supporting information, p. 9140 - 9146 (2021/11/23)
The carbon-carbon bond cleavage of 1,2-diols is an important chemical transformation. Although traditional stoichiometric and catalytic oxidation methods have been widely used for this transformation, an efficient and valuable method should be further explored from the views of reusable catalysts, less waste, and convenient procedures. Herein an inorganic-ligand supported iron catalyst (NH4)3[FeMo6O18(OH)6]·7H2O was described as a heterogeneous molecular catalyst in acetic acid for this transformation in which hydrogen peroxide was used as the terminal oxidant. Under the optimized reaction conditions, carbon-carbon bond cleavage of 1,2-diols could be achieved in almost all cases and carboxylic acids or ketones could be afforded with a high conversion rate and high selectivity. Furthermore, the catalytic system was used efficiently to degrade renewable biomass oleic acid. Mechanistic insights based on the observation of the possible intermediates and control experiments are presented.
FUNCTIONAL LIPID DERIVATIVES AND USES THEREOF
-
Page/Page column 5, (2021/11/26)
The present disclosure relates to compounds, compositions, and methods for delivery of therapeutic, diagnostic, or prophylactic agents (for example, a nucleic acid).
LIPID CONJUGATE PREPARED FROM SCAFFOLD MOIETY
-
Page/Page column 68, (2020/10/18)
The application relates to a lipid conjugate of formula M-X1-L wherein M is a molecule of interest such as a drug moiety; X1 is a linker group such as ester, ether or carbamate; and L is a lipid scaffold represented by formula (lId): -L1-[L2(H)(X2R)]n-L3-[L4(H)(X2R)]p-L5-L6 and wherein L comprises 5 to 40 carbon atoms and 0 to 2 carbon-carbon double bonds. The lipid conjugate can be formulated in a drug delivery vehicle such as a lipid nanoparticle (LNP).
An assay for DNA polymerase β lyase inhibitors that engage the catalytic nucleophile for binding
Chen, Shengxi,Cheng, Qi,Daskalova, Sasha M.,Eisenhauer, Brian M.,Fahmi, NourEddine,Feng, Xizhi,Gao, Mingxuan,Hecht, Sidney M.,Ji, Xun,Khdour, Omar M.
, (2020/07/21)
DNA polymerase β (Pol β) repairs cellular DNA damage. When such damage is inflicted upon the DNA in tumor cells treated with DNA targeted antitumor agents, Pol β thus diminishes their efficacy. Accordingly, this enzyme has long been a target for antitumor therapy. Although numerous inhibitors of the lyase activity of the enzyme have been reported, none has yet proven adequate for development as a therapeutic agent. In the present study, we developed a new strategy to identify lyase inhibitors that critically engage the lyase active site primary nucleophile Lys72 as part of the binding interface. This involves a parallel evaluation of the effect of the inhibitors on the wild-type DNA polymerase β (Pol β) and Pol β modified with a lysine analogue at position 72. A model panel of five structurally diverse lyase inhibitors identified in our previous studies (only one of which has been published) with unknown modes of binding were used for testing, and one compound, cis-9,10-epoxyoctadecanoic acid, was found to have the desired characteristics. This finding was further corroborated by in silico docking, demonstrating that the predominant mode of binding of the inhibitor involves an important electrostatic interaction between the oxygen atom of the epoxy group and Nε of the main catalytic nucleophile, Lys72. The strategy, which is designed to identify compounds that engage certain structural elements of the target enzyme, could find broader application for identification of ligands with predetermined sites of binding.
