Tag: M.W=200-350

Taleshi, Mojtaba S. published the artcileSynthesis and Characterization of Arsenolipids: Naturally Occurring Arsenic Compounds in Fish and Algae, Category: bromides-buliding-blocks, the main research area is arsenolipid arsenic lipid fatty acid long chain preparation reactivity.

Arsenic-containing lipids (arsenolipids) are natural products present in fish and algae. Because these compounds occur in foods, there is considerable interest in their human toxicol. We report the synthesis and characterization of seven arsenic-containing lipids, including six natural products. The compounds comprise dimethylarsinyl groups attached to saturated long-chain hydrocarbons (three compounds), saturated long-chain fatty acids (two compounds), and monounsaturated long chain fatty acids (two compounds). The arsenic group was introduced through sodium dimethylarsenide or bis(dimethylarsenic) oxide. The latter route provided higher and more reproducible yields, and consequently, this pathway was followed to synthesize six of the seven compounds Mass spectral properties are described to assist in the identification of these compounds in natural samples. The pure synthesized arsenolipids will be used for in vitro experiments with human cells to test their uptake, biotransformation, and possible toxic effects.

Organometallics published new progress about Lipids Role: SPN (Synthetic Preparation), PREP (Preparation) (arsenolipids). 56523-59-2 belongs to class bromides-buliding-blocks, name is 15-Bromopentadecanoic acid, and the molecular formula is C15H29BrO2, Category: bromides-buliding-blocks.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Stoll, G. H. published the artcileSynthesis of a metabolically stable modified long-chain fatty acid salt and its photolabile derivative, Category: bromides-buliding-blocks, the main research area is stearate analog heptafluorooctadecanoate salt; fatty acid salt transport; photoaffinity labeling polypeptide sodium azoheptafluorooctadecanoate; critical micellar concentrate heptafluorooctadecanoic acid; diazirine derivative heptafluorooctadecanoate.

An analog of the long-chain fatty acid salt, sodium stearate, was synthesized in which the H atoms at carbons 2, 3, and 18 were replaced by fluorine. The key step in the synthesis was the addition of 3-iodo-2,2,3,3-tetrafluoropropanoic acid amide to 15,15,15-trifluoro-1-pentadecene. Radioactivity was introduced by catalytic reduction of 2,2,3,3,18,18,18-heptafluoro-4-octadecenoic acid amide with carrier-free tritium gas yielding a product with the specific radioactivity of 2.63 TBq/mmol. The resulting 2,2,3,3,18,18,18-heptafluoro-4-octadecenoic acid has a pKa of about 0.5 and is completely dissociated under normal physiol. conditions. The fluorinated fatty acid salt analog is readily taken up into hepatocytes and proved to be metabolically inert. In an approach to the identification of proteins involved in long-chain fatty acid salt transport across membranes and intracellular compartments, the photolabile derivative 11,11-azo-2,2,3,3,18,18,18-heptafluoro[G-3H]octadecanoic acid sodium salt was synthesized with a specific radioactivity of 2.63 TBq/mmol. Photolysis of the photolabile derivative, using a light source with a maximum emission at 350 nm, occurred with a half-life of 1.5 min. The generated carbene reacted with 14C-labeled MeOH and MeCN with covalent bond formation of 6-13%. Its efficacy for photoaffinity labeling was demonstrated by incorporation into serum albumin, the extracellular fatty acid salt-binding protein, as well as into the intracellular fatty acid salt-binding protein (FABP) of rat liver with mol. weight of 14,000.

Journal of Lipid Research published new progress about Fatty acid-binding proteins Role: RCT (Reactant), RACT (Reactant or Reagent). 56523-59-2 belongs to class bromides-buliding-blocks, name is 15-Bromopentadecanoic acid, and the molecular formula is C15H29BrO2, Category: bromides-buliding-blocks.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Okore, V. C. published the artcileGC-MS analysis of fatty acids of Irvingia gabonensis seed fat, Application of 15-Bromopentadecanoic acid, the main research area is fatty acid Irvingia seed fat.

Dika fat is the name given to the waxy material obtained from the seeds of Irvingia gabonensis (Fam. Irvingiaceae). The fat has been a subject of research in recent years, and it has been evaluated as a component of different drug delivery systems . Despite the impressive properties of this wax as have been established in the earlier studies, information on its chem. composition is rather scanty. Chem. characterization of the wax was done by GC-MS technique. The dika fat was obtained by solvent extraction, using the method described by Udeala et al (1980). A Fisons Trio 200 Quadrupole GC-MS instrument fitted with a 30m × 0.32mm (i.d.) OV-1 capillary column, was used for the anal. The column temperature was programmed to rise from 100°C to 280°C at the rate of 5°/min. The carrier gas was helium flowing at the rate of 1.5ml/min. Ionization voltage of 70eV was applied. The solvent for dika fat was n-hexane. The identity of the components of dika fat was confirmed by a combination of computer-aided identification, the eight peak index of mas spectra as well as co-chromatog. The gas chromatogram of dika fat reveals seven peaks representing major components and about the same number of peaks for the minor components.

Nigerian Journal of Natural Products and Medicine published new progress about Fats and Glyceridic oils Role: ANT (Analyte), ANST (Analytical Study) (dika). 56523-59-2 belongs to class bromides-buliding-blocks, name is 15-Bromopentadecanoic acid, and the molecular formula is C15H29BrO2, Application of 15-Bromopentadecanoic acid.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Tu, Zhude published the artcileSynthesis and Evaluation of 15-(4-(2-[18F]Fluoroethoxy)phenyl)pentadecanoic Acid: A Potential PET Tracer for Studying Myocardial Fatty Acid Metabolism, HPLC of Formula: 56523-59-2, the main research area is fluorine 18 fluoroethoxy phenyl pentadecanoic acid preparation PET imaging; myocardial fatty acid metabolism imaging PET.

15-(4-(2-[18F]fluoroethoxy)phenyl)pentadecanoic acid ([18F]7) was synthesized as a PET probe for assessing myocardial fatty acid metabolism The radiosynthesis of [18F]7 was accomplished using a two-step reaction, starting with the corresponding tosylate ester, Me 15-(4-(2-(tosyloxy)ethoxy)phenyl)pentadecanoate (5), and gave the radiolabeled fatty acid, [18F]7 in a radiolabeling yield of 55-60% and a specific activity of >2000 Ci/mmol (decay corrected to EOB). The biol. evaluation of [18F]7 in rats displayed high uptake in heart (1.94%ID/g at 5 min), which was higher than the uptake (%ID/g) in blood, lung, muscle, pancreas, and brain. MicroPET studies of [18F]7 in Sprague-Dawley rats demonstrated excellent images of the myocardium when compared with [11C]palmitate images in the same animal. Moreover, the tracer kinetics of [18F]7 paralleled those seen with [11C]palmitate, with an early peak followed by biphasic washout. When compared to [11C]palmitate, [18F]7 exhibited a slower early clearance (0.17 ± 0.01 vs 0.30 ± 0.02, P < 0.0001) and a significantly higher late clearance (0.0030 ± 0.0005 vs 0.0006 ± 0.00013, P < 0.01). These initial studies suggest that [18F]7 could be a potentially useful clin. PET tracer to assess abnormal myocardial fatty acid metabolism Bioconjugate Chemistry published new progress about Fatty acids Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 56523-59-2 belongs to class bromides-buliding-blocks, name is 15-Bromopentadecanoic acid, and the molecular formula is C15H29BrO2, HPLC of Formula: 56523-59-2.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Briand, Loiec published the artcileEvidence of an Odorant-Binding Protein in the Human Olfactory Mucus: Location, Structural Characterization, and Odorant-Binding Properties, Computed Properties of 56523-59-2, the main research area is odorant binding protein OBP olfactory epithelium cleft mucus; hOBP isoform IIa alpha aldehyde fatty acid.

Odorant-binding proteins (OBPs) are small abundant extracellular proteins belonging to the lipocalin superfamily. They are thought to participate in perireceptor events of odor detection by carrying, deactivating, and/or selecting odorant mols. Putative human OBP genes (hOBP) have recently been described [Lacazette et al. (2000) Hum. Mol. Genet. 9, 289-301], but the presence of the corresponding proteins remained to be established in the human olfactory mucus. This paper reports the first evidence of such expression in the mucus covering the olfactory cleft, where the sensory olfactory epithelium is located. On the contrary, hOBPs were not observed in the nasal mucus covering the septum and the lower turbinate. To demonstrate the odorant binding activity of these proteins, a corresponding recombinant protein variant, hOBPIIaα, was secreted by the yeast Pichia pastoris and thoroughly characterized. It appears as a monomer with one disulfide bond located between C59 and C151, a conservative feature of all other vertebrate OBPs. By measuring the displacement of several fluorescent probes, we show that hOBPIIaα is able to bind numerous odorants of diverse chem. structures, with a higher affinity for aldehydes and large fatty acids. A computed 3D model of hOBPIIaα is proposed and reveals that two lysyl residues of the binding pocket may account for the increased affinity for aldehydes. The relatively limited specificity of hOBPIIaα suggests that other human OBPs are expected to take into account the large diversity of odorant mols.

Biochemistry published new progress about Disulfide group (C59-C151). 56523-59-2 belongs to class bromides-buliding-blocks, name is 15-Bromopentadecanoic acid, and the molecular formula is C15H29BrO2, Computed Properties of 56523-59-2.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Kendel, Melha published the artcileLipid composition, fatty acids and sterols in the seaweeds Ulva armoricana, and Solieria chordalis from Brittany (France): an analysis from nutritional, chemotaxonomic, and antiproliferative activity perspectives, Product Details of C15H29BrO2, the main research area is Ulva Solieria lipid fatty acid phytosterol glycolipid; Solieria chordalis; Ulva armoricana; chemotaxonomy; fatty acids; glycolipids; human lung cancer; hydroxy fatty acids; phospholipids; polyunsaturated fatty acids; sterols.

Lipids from the proliferative macroalgae Ulva armoricana (Chlorophyta) and Solieria chordalis (Rhodophyta) from Brittany, France, were investigated. The total content of lipids was 2.6% and 3.0% dry weight for U. armoricana and S. chordalis, resp. The main fractions of S. chordalis were neutral lipids (37%) and glycolipids (38%), whereas U. armoricana contained mostly neutral lipids (55%). Polyunsaturated fatty acids (PUFA) represented 29% and 15% of the total lipids in U. armoricana and S. chordalis, resp. In both studied algae, the phospholipids were composed of PUFA for 18%. In addition, PUFA were shown to represent 9% and 4.5% of glycolipids in U. armoricana and S. chordalis, resp. The essential PUFA were 16:4n-3, 18:4n-3, 18:2n-3, 18:2n-6, and 22:6n-3 in U. armoricana, and 20:4n-6 and 20:5n-3 in S. chordalis. It is important to notice that six 2-hydroxy-, three 3-hydroxy-, and two monounsaturated hydroxy fatty acids were also identified and may provide a chemotaxonomic basis for algae. These seaweeds contained interesting compounds such as squalene, α-tocopherol, cholest-4-en-3-one and phytosterols. The antiproliferative effect was evaluated in vitro on human non-small-cell bronchopulmonary carcinoma line (NSCLC-N6) with an IC50 of 23 μg/mL for monogalactosyldiacylglycerols isolated from S. chordalis and 24 μg/mL for digalactosyldiacylglycerols from U. armoricana. These results confirm the potentialities of valorization of these two species in the fields of health, nutrition and chemotaxonomy.

Marine Drugs published new progress about Fatty acids Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 56523-59-2 belongs to class bromides-buliding-blocks, name is 15-Bromopentadecanoic acid, and the molecular formula is C15H29BrO2, Product Details of C15H29BrO2.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Beld, Joris published the artcileVersatility of Acyl-Acyl Carrier Protein Synthetases, Formula: C15H29BrO2, the main research area is acyl carrier protein synthetase fatty acid carboxylate lipid.

The acyl carrier protein (ACP) requires posttranslational modification with a 4′-phosphopantetheine arm for activity, and this thiol-terminated modification carries cargo between enzymes in ACP-dependent metabolic pathways. We show that acyl-ACP synthetases (AasSs) from different organisms are able to load even, odd, and unnatural fatty acids onto E. coli ACP in vitro. Vibrio harveyi AasS not only shows promiscuity for the acid substrate, but also is active upon various alternate carrier proteins. AasS activity also extends to functional activation in living organisms. We show that exogenously supplied carboxylic acids are loaded onto ACP and extended by the E. coli fatty acid synthase, including unnatural fatty acid analogs. These analogs are further integrated into cellular lipids. In vitro characterization of four different adenylate-forming enzymes allowed us to disambiguate CoA-ligases and AasSs, and further in vivo studies show the potential for functional application in other organisms.

Chemistry & Biology (Oxford, United Kingdom) published new progress about Carboxylic acids Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 56523-59-2 belongs to class bromides-buliding-blocks, name is 15-Bromopentadecanoic acid, and the molecular formula is C15H29BrO2, Formula: C15H29BrO2.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Perez, Alexander J. published the artcileω-Azido fatty acids as probes to detect fatty acid biosynthesis, degradation, and modification, COA of Formula: C15H29BrO2, the main research area is omega azido fatty acid biosynthesis metabolism HPLC MS; S-azidoacyl-N-acetylcysteamine; azido-fatty acids; click-chemistry; cyclooctyne; fatty acid desaturation; fatty acid metabolism; strained promoted cycloadditon; β-oxidation.

FAs play a central role in the metabolism of almost all known cellular life forms. Although GC-MS is regarded as a standard method for FA anal., other methods, such as HPLC/MS, are nowadays widespread but are rarely applied to FA anal. Here we present azido-FAs as probes that can be used to study FA biosynthesis (elongation, desaturation) or degradation (β-oxidation) upon their uptake, activation, and metabolic conversion. These azido-FAs are readily accessible by chem. synthesis and their metabolic products can be easily detected after click-chem. based derivatization with high sensitivity by HPLC/MS, contributing a powerful tool to FA anal., and hence, lipid anal. in general.

Journal of Lipid Research published new progress about High-performance liquid chromatography-mass spectrometry. 56523-59-2 belongs to class bromides-buliding-blocks, name is 15-Bromopentadecanoic acid, and the molecular formula is C15H29BrO2, COA of Formula: C15H29BrO2.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Park, Chul Soon published the artcileHydrophilic surfaces via the self-assembly of nitrile-terminated alkanethiols on gold, COA of Formula: C15H29BrO2, the main research area is cyanoalkanethiol self assembly glod preparation contact angle surface property.

A series of CN-terminated alkanethiols were synthesized and used to generate self-assembled monolayers (SAMs) on gold. The SAMs were characterized using ellipsometry, contact angle goniometry, polarization modulation IR reflection absorption spectroscopy (PM-IRRAS), and XPS. The SAMs were compared to those derived from a series of analogous CH3-terminated alkanethiols. The CN-terminated SAMs exhibited lower film thicknesses than the CH3-terminated SAMs, which was largely due to their greater tilt angle on the surface. Addnl., the CN-terminated SAMs form well-ordered films on flat gold surfaces with relative packing densities being indistinguishable from the CH3-terminated SAMs. The CN-terminated SAMs exhibited a less hydrophobic character than the SAMs derived from CH3-terminated adsorbates, which was attributed to the dipole moment of the terminal group as well as the lone pair of the nitrogen atom of the CN-terminal group.

AIMS Materials Science published new progress about Aliphatic alcohols Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 56523-59-2 belongs to class bromides-buliding-blocks, name is 15-Bromopentadecanoic acid, and the molecular formula is C15H29BrO2, COA of Formula: C15H29BrO2.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Li, Jian published the artcileMetal-free, visible-light photoredox catalysis: transformation of arylmethyl bromides to alcohols and aldehydes, Quality Control of 183994-94-7, the main research area is arylmethyl bromide Eosin Y catalyst photooxidation; aryl alc aldehyde preparation.

A mild, simple, and controllable metal-free photocatalytic system for the transformation of arylmethyl bromides to corresponding alcs. and aldehydes in high yields with visible-light irradiation was achieved. Eosin Y was found to be an efficient promoter for this oxidative dehalogenation reaction under photo irradiation conditions.

RSC Advances published new progress about Aryl aldehydes Role: SPN (Synthetic Preparation), PREP (Preparation). 183994-94-7 belongs to class bromides-buliding-blocks, name is 4-(Bromomethyl)-N,N-diphenylaniline, and the molecular formula is C19H16BrN, Quality Control of 183994-94-7.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary