36575-82-3Relevant articles and documents
Technetium-99m-labeled long chain fatty acid analogues metabolized by β-oxidation in the heart
Uehara, Tomoya,Uemura, Tomoe,Hirabayashi, Seiji,Adachi, Sayaka,Odaka, Kenichi,Akizawa, Hiromichi,Magata, Yasuhiro,Irie, Toshiaki,Arano, Yasushi
, p. 543 - 549 (2007)
The development of 99mTc-labeled fatty acid analogues metabolized by β-oxidation in the myocardium constitutes an unsolved challenge. On the basis of our recent findings that [188Re] tricarbonyl(cyclopentadienylcarbonate)rhenium ([188Re]CpTR-COOH) was recognized as an aromatic compound and was metabolized as such in the body, [99mTc]cyclopentadienyltricarbonyltechnetium ([99mTc]CpTT) was conjugated at the ω-position of pentadecanoic acid to prepare [ 99mTc]CpTT-PA. When injected into rats, [99mTc]CpTT-PA exhibited the maximum myocardial accumulation and heart-to-blood ratio of 3.85 %ID/g at 1 min and 4.60 at 10 min postinjection, respectively. The metabolic study using isolated Langendorff perfused rat hearts demonstrated that approximately 67% of perfused [99mTc]CpTT-PA was incorporated and [99mTc]-CpTT-propionic acid, the metabolite after six cycles of β-oxidation of [99mTc]CpTT-PA, was detected as the major radiometabolite in the perfusate and myocardium. These findings indicate that [99mTc]CpTT-PA was recognized, transported, and metabolized as a long chain fatty acid analogue for energy production in the myocardium.
Metal/bromide autoxidation of triglycerides for the preparation of FAMES to improve the cold-flow characteristics of biodiesel
Phung, Peter,Rowlands, William N.,Thiyakesan, Appadurai,Benndorf, Paul,Masters, Anthony F.,Maschmeyer, Thomas
, p. 162 - 168 (2014/07/07)
Triglyceride autoxidation using a homogeneous Co/Mn/Zr/bromide catalyst in acetic acid (93%) of low grade tallow, canola oil or soy bean oil in a batch reactor at 150 °C for 2 h, produced lower molecular weight products relative to the fatty acids of the starting triglycerides. For the autoxidation of tallow the main products after esterification were monoesters Me(CH 2)mC(O)OMe (m = 5-12) and diesters MeOC(O)(CH 2)nC(O)OMe, (n = 7-12). Oxidation of the saturated fatty acids in triglycerides was confirmed and modelled using methyl palmitate. Post-treatment esterification of tallow autoxidation products to produce biodiesel (BD) esters resulted in improved cold temperature properties by a mean of 13.0 °C, i.e. a mean cloud point (CP) 1.0 °C (cf. unmodified tallow biodiesel: CP 14 °C).
Biosynthesis of defensive coccinellidae alkaloids: Incorporation of fatty acids in adaline, coccinelline, and harmonine
Haulotte, Eveline,Laurent, Pascal,Braekman, Jean-Claude
experimental part, p. 1907 - 1912 (2012/05/31)
In this study, we report on in vitro incorporation experiments of several labelled fatty acids in the ladybird alkaloids coccinelline (Coccinella 7-punctata), adaline (Adalia 2-punctata), and harmonine (Harmonia axyridis). The obtained results clearly indicate that stearic acid is the precursor of coccinelline and harmonine, whereas myristic acid is at the origin of the carbon skeleton of adaline. Possible pathways for the biosynthesis of these alkaloids are presented. In vitro incorporation experiments of labelled fatty acids in the ladybird alkaloids coccinelline (Coccinella 7-punctata), adaline (Adalia 2-punctata) and harmonine (Harmonia axyridis) indicate that stearicacid is the best precursor for the biosynthesis of coccinelline and harmonine, whereas myristic acid is more efficient for the formation of the carbon skeleton of adaline. Copyright
A practical synthesis of (E)-2-cyclopentadecen-1-one: an important precursor of macrocyclic muscone
Hisanaga, Yusuke,Asumi, Yuya,Takahashi, Masaki,Shimizu, Yasuhiro,Mase, Nobuyuki,Yoda, Hidemi,Takabe, Kunihiko
, p. 548 - 551 (2008/04/13)
A practical synthesis of (E)-2-cyclopentadecen-1-one (E)-2 which is an important precursor of macrocyclic muscone (1) was investigated. Olefination of 2-mesyloxycyclopentadecanone (7c) with strong acid such as sulfuric acid or trifluoromethanesulfonic acid afforded the desired (E)-2 in high yield with extremely high stereoselectivity, which was treated with methylmagnesium cuprate to furnish the dl-muscone in good yield.
α-nitrocycloalkanones as a source of α,ω,-dicarboxylic acid dimethyl esters
Ballini, Roberto,Bosica, Giovanna
, p. 16131 - 16138 (2007/10/03)
α,ω-Dicarboxylic acid dimethyl esters arc easily obtained by ring cleavage of α-nitrocycloalkanones. Thus, reaction of the latter compounds with three equivalents of potassium persulfate, in methanol and in presence of sulfuric acid at 80 °C, provides α,ω-dicarboxylic acid dimethyl esters in high yields. Long-chain, and alkylated α,ω-dicarboxylic acid dimethyl esters can be also efficiently obtained.
Process for preparing 4-oxopentadecanedioic acid
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, (2008/06/13)
4-OXOPENTADECANEDIOIC ACID IS PREPARED BY OXIDIZING A α-CYCLODODEC-1-ENYLPROPIONIC ACID DERIVATIVE HAVING ONE OF THE FOLLOWING CHEMICAL FORMULAE AT ITS ETHYLENIC DOUBLE BOND WITH OZONE. STR1 The compound is useful as an intermediate for a musk perfume compound. The compound having the formula II is selectively prepared from cyclododecanone and di-alkyl succinate.
