17257-41-9Relevant academic research and scientific papers
Efficient synthesis of unsaturated 1-monoacyl glycerols for in meso crystallization of membrane proteins
Fu, Yu,Weng, Yue,Hong, Wen-Xu,Zhang, Qinghai
experimental part, 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.
Biologically active substances of Japanese inedible mushrooms
Hashimoto, Toshihiro,Asakawa, Yoshinori
, p. 1067 - 1110 (2007/10/03)
As a part of our systematic investigation of biologically active substances of inedible mushrooms, we studied the chemical constituents of three Basidiomycetes fungi (Cryptoporus volvatus, Lentinellus ursinus and Paxillus atrotomentosus), five inedible Ascomycetes fungi (Daldinia concentrica, Daldinia vernicosa, Entonaema splendens, Hypoxylon truncatum and Ascoclavulina sakaii), and isolated a number of novel terpenoids, phenolics and nitrogen-containing compounds. The isolation, structural determination and biological activity of the new compounds will be discussed.
Structure determination of an endogenous sleep-inducing lipid, cis-9-octadecenamide (oleamide): A synthetic approach to the chemical analysis of trace quantities of a natural product
Cravatt, Benjamin F.,Lerner, Richard A.,Boger, Dale L.
, p. 580 - 590 (2007/10/03)
The pursuit of endogenous sleep-inducing substances has been the focus of an extensive, complicated body of research. Several compounds, including Δ-sleep-inducing peptide and prostaglandin D2, have been suggested to play a role in sleep induction, and yet, the molecular mechanisms of this physiological process remain largely unknown. In recent efforts, the cerebrospinal fluid of sleep-deprived cats was analyzed in search of compounds that accumulated during sleep deprivation. An agent with the chemical formula C18H35NO was found to cycle with sleep-wake patterns, increasing in concentration with sleep deprivation and decreasing in amount upon recovery sleep. Since the material was generated in minute quantities and only under the special conditions of sleep deprivation, efforts to isolate sufficient material for adequate characterization, structure identification, and subsequent detailed evaluation of its properties proved unrealistic. With the trace amounts of the impure endogenous compound available, extensive MS studies on the agent were completed, revealing key structural features of the molecule including two degrees of unsaturation, a long alkyl chain, and a nitrogen substituent capable of fragmenting as ammonia. Additionally, HPLC traces suggested a weak UV absorbance for the unknown material. With this data in hand and encouraged by the relatively small size of the molecule, MW = 281, a synthetic approach toward the structural identification of the natural compound was initiated. Herein, we report the full details of the synthesis and comparative characterization of candidate structures for this endogenous agent that led to the unambiguous structural correlation with synthetic cis-9-octadecenamide.
SELECTIVE CATALYTIC HYDROGENATION OF 1,4-DIENES TO cis-MONOENES USING (NAPHTHALENE)(TRICARBONYL)CHROMIUM
Tucker, James R.,Riley, Dennis P.
, p. 49 - 62 (2007/10/02)
Methylene interrupted dienes react with (naphthalene)(tricarbonyl)chromium under H2 to yield a mixture of positionally isomeric cis-monoene products.The isomer distribution, reactions with proposed organic intermediates, and kinetic studies suggest a mechanistic pathway that includes (1) loss of the arene from the metal fragment, (2) isomerization of the 1,4 diene to 1,3 conjugated dienes, and (3) subsequent reduction of the conjugated dienes to the isomeric cis-monoene products.The active metal fragment appeares to be selective in the isomerisation of 1,4 to 1,3 dienes and inert toward cis to trans geometrical isomerization of the monoene products.The results of kinetic studies using methyl cis,cis-9,12-octadienoate (methyl linoleate) as a substrate for the hydrogenation reactions are discussed.
