19377-70-9Relevant academic research and scientific papers
NOVEL GLYCINE TRANSPORT INHIBITORS FOR THE TREATMENT OF PAIN
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Page/Page column 52; 53, (2018/08/12)
The present invention relates to novel glycine transport inhibitor compounds and their use for treating pain.
Palladium catalyzed synthesis of mandelate derivatives from arylboronic acids and glyoxylate hemiacetals
Sugaya, Mariko,Yamamoto, Tetsuya,Shinozaki, Hiraku
supporting information, p. 2495 - 2497 (2017/05/31)
NHC-coordinated cyclometalated palladium(II) catalyzed addition of arylboronic acids to methyl 2-hydroxy-2-methoxyacetate gave corresponding various functionalized methyl mandelate derivatives in good yields.
By 2-hydroxy-c b cyanogen synthesis method of a-hydroxy carboxylic acid ester
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Paragraph 0020; 0022, (2016/11/09)
The invention relates to synthesis of alpha-hydroxy carboxylic ester with 2-hydroxy propylene cyanide and corresponding aldehyde or ketone. The existing common alpha-hydroxy carboxylic ester generally needs superior cyan such as trimethylsilyl cyanide, and then hydrolysis is carried out on the cyan, so that the reaction operation is relatively complicated, and post treatment is a trouble. According to the method, 2-hydroxy propylene cyanide and corresponding aldehyde or ketone are mixed directly, 4-dimethylamino-pyridne of the catalysis amount is added, alcohol compound is taken as the solvent, and the product can be obtained by stirring for 10-120 minutes. The method for synthesizing the alpha-hydroxy carboxylic ester is safe and has high efficiency.
Sterols and Fatty Acids of the Harmful Dinoflagellate Cochlodinium polykrikoides
Giner, José-Luis,Ceballos, Harriette,Tang, Ying-Zhong,Gobler, Christopher J.
, p. 249 - 252 (2016/02/27)
Sterol and fatty acid compositions were determined for Cochlodinium polykrikoides, a toxic, bloom-forming dinoflagellate of global significance. The major sterols were dinosterol (40% of total sterols), dihydrodinosterol (32%), and the rare 4α-methyl Δ8(14) sterol, amphisterol (23%). A minor sterol, 4α-methylergost-24(28)-enol was also detected (5.0%). The fatty acids had a high proportion of PUFAs (47%), consisting mainly of EPA (20%) and the relatively uncommon octadecapentaenoic acid (18: 5, 22%). While unlikely to be responsible for toxicity to fish, these lipids may contribute to the deleterious effects of this alga to invertebrates.
Dissociation of proton-bound complexes reveals geometry and arrangement of double bonds in unsaturated lipids
Pham, Huong T.,Prendergast, Matthew B.,Dunstan, Christopher W.,Trevitt, Adam J.,Mitchell, Todd W.,Julian, Ryan R.,Blanksby, Stephen J.
, p. 170 - 177 (2015/10/20)
Double bond position and stereochemistry in unsaturated lipids can have profound impact on biological properties and activities but the assignment of these features by mass spectrometry is frequently challenging. Conventional techniques for lipid identification rely on collision-induced dissociation (CID) and are most often unable to differentiate between lipid isomers, particularly those involving double bond position and geometry (i.e., cis and trans). In this study, CID performed on proton-bound complexes of fatty acid methyl esters and iodoaniline (and related reagents) reveals unusual fragmentation patterns. CID products are shown to result from proton transfer and are associated with specific structures of the unsaturated lipids. Notably, CID of these complexes can not only distinguish cis- and trans-fatty acid methyl esters, but also differentiate conjugated double bond arrangements from non-conjugated analogs. Herein, the mechanisms underpinning this unique CID behavior are investigated by stable isotope labeling and are proposed to involve both carbene and free radical intermediates.
Carboxylation with CO2 via brook rearrangement: Preparation of α-hydroxy acid derivatives
Mita, Tsuyoshi,Higuchi, Yuki,Sato, Yoshihiro
, p. 14 - 17 (2014/01/23)
In the presence of CsF, a wide range of α-substituted α-siloxy silanes were carboxylated under a CO2 atmosphere (1 atm) via Brook rearrangement. A variety of α-substituents including aryl, alkenyl, and alkyl groups were tolerated to afford α-hydroxy acids in moderate-to-high yields. One-pot synthesis from aldehydes using PhMe2SiLi and CO 2 was also possible, providing α-hydroxy acids without the isolation of an α-hydroxy silane.
Chemoselective esterification of α-hydroxyacids catalyzed by salicylaldehyde through induced intramolecularity
Weng, Shiue-Shien,Li, Hsin-Chun,Yang, Teng-Mao
, p. 1976 - 1986 (2013/03/13)
A new, direct and chemoselective esterification of α-hydroxyacids was developed using a reversible covalent-binding strategy. By taking advantage of acetal chemistry, simple aldehydes can be used to efficiently catalyze the esterification of α-hydroxy carboxylic acids in the presence of β-hydroxyacid moieties or other carboxylic acids in amounts equal to or in excess of the alcohols. A diverse array of α-aryl, α-alkyl, α-heteroaryl, and functionalized α-hydroxyacids were smoothly esterified with 1° and 2° alcohols catalyzed by 10 mol% inexpensive and commercially available salicylaldehyde, furnishing the resultant esterification products in 83-95% yields after a simple basic aqueous workup to remove the unreacted hydroxyacids. In addition, the salicylaldehyde can be recovered through vacuum distillation or silica gel purification, thereby meeting the standards of green chemistry. A mechanistic study proved that the formation of covalent adduct III during our proposed catalytic cycle (Scheme 1A) is responsible for the real catalysis.
Oxygenation of monoenoic fatty acids by CYP175A1, an orphan cytochrome P450 from thermus thermophilus HB27
Goyal, Sandeep,Banerjee, Shibdas,Mazumdar, Shyamalava
, p. 7880 - 7890 (2013/01/15)
The catalytic activity of CYP175A1 toward monooxygenation of saturated and monounsaturated fatty acids of various chain lengths (C16-C24) has been investigated to assess the enzymatic properties of this orphan thermostable cytochrome P450 enzyme. The resu
Optimizing reaction conditions for the isomerization of fatty acids and fatty acid methyl esters to their branch chain products
Reaume, Stephen J.,Ellis, Naoko
experimental part, p. 661 - 671 (2012/01/31)
In order to improve the oxidative stability and cold flow properties of oleic acid or methyl oleate, branch chain isomerization was conducted using a beta zeolite catalyst. Reaction conditions of temperature (200-300 °C), pressure (0.1-3.0 MPa), and co-catalyst (0-2 wt%) were optimized based on branch chain conversion and the cloud point of the ester following the isomerization reaction of oleic acid or methyl oleate. Fourier transform infrared spectroscopy (FTIR) and Gas Chromatograph equipped with Mass Spectrometry (GC/MS) analyses were used to analyze and quantify the isomerization product samples, while the cloud point of each sample was tested. The lowest and therefore, best cloud point measured was -15.2 °C at conditions of 200 °C, 3 MPa, and 2% co-catalyst using methyl oleate as a starting material. The highest branch chain conversion achieved was 50% under conditions of 300 °C, 1.5 MPa and 0% co-catalyst using oleic acid as a starting material. The use of oleic acid and methyl oleate is based on whether it is optimal to carry out the skeletal isomerization before or after the esterification reaction. Performing the isomerization reaction on the ester was preferred over the fatty acid based on the trans isomerization and cloud point results. Reducing the unbranched trans isomers was desirable in obtaining a low cloud point. AOCS 2010.
Efficient synthesis of unsaturated 1-monoacyl glycerols for in meso crystallization of membrane proteins
Fu, Yu,Weng, Yue,Hong, Wen-Xu,Zhang, Qinghai
, p. 809 - 812 (2011/06/21)
A highly efficient synthesis of unsaturated 1-monoacyl glycerols was established to fulfill the pressing need for materials that form lipidic mesophases utilized in membrane protein crystallization. Georg Thieme Verlag Stuttgart.
