- Mild and Direct Multiple Deuterium-Labeling of Saturated Fatty Acids
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We have established a mild and direct platinum on carbon (Pt/C)-catalyzed multi-deuterium labeling of various saturated fatty acids including bioactive compounds with high deuterium efficiencies in a mixed solvent of isopropyl alcohol and deuterium oxide
- Yamada, Tsuyoshi,Park, Kwihwan,Yasukawa, Naoki,Morita, Kosuke,Monguchi, Yasunari,Sawama, Yoshinari,Sajiki, Hironao
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supporting information
p. 3277 - 3282
(2016/10/21)
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- Synthesis of deuterated [D32]oleic acid and its phospholipid derivative [D64]dioleoylsn- glycero-3-phosphocholine
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Oleic acid and its phospholipid derivatives are fundamental to the structure and function of cellular membranes. As a result, there has been increasing interest in the availability of their deuterated forms for many nuclear magnetic resonance, infrared, mass spectroscopy and neutron scattering studies. Here, we present for the first time a straightforward, large-scale (gram quantities) synthesis of highly deuterated [D32]oleic acid by using multiple, yet simple and high yielding reactions. The precursors for the synthesis of [D32]oleic acid are [D14]azelaic acid and [D17]nonanoic acid, which were obtained by complete deuteration (>98% D) of their 1H forms by using metal catalysed hydrothermal H/D exchange reactions. The oleic acid was producedwith ca. 94% D isotopic purity and with no contamination by the trans-isomer (elaidic acid). The subsequent synthesis of [D64]dioleoyl-sn-glycero-3-phosphocholine from [D32]oleic acid is also described. Copyright
- Darwish, Tamim A.,Luks, Emily,Moraes, Greta,Yepuri, Nageshwar R.,Holden, Peter J.,Jamesa, Michael
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p. 520 - 529
(2014/03/21)
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- Efficient H/D exchange reactions of alkyl-substituted benzene derivatives by means of the Pd/C-H2-D2O system
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A method for efficient and extensive H/D exchange of substituted benzene derivatives which is catalyzed by heterogeneous Pd/C in D2O as a deuterium source under hydrogen atmosphere is described. Multideuterium incorporation into unactivated linear or branched alkyl chains that bear a carboxyl, hydroxyl, ether, ester, or amide moiety and are connected with a benzene ring was achieved by using the Pd/C-H2-D2O system. The present method does not require expensive deuterium gas or any special equipment.
- Esaki, Hiroyoshi,Aoki, Fumiyo,Umemura, Miho,Kato, Masatsugu,Maegawa, Tomohiro,Monguchi, Yasunari,Sajiki, Hironao
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p. 4052 - 4063
(2008/02/08)
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