Literature DB >> 16054615

Synthesis of phosphatidylcholine: an improved method without using the cadmium chloride complex of sn-glycero-3-phosphocholine.

Ken'ichi Ichihara1, Hitomi Iwasaki, Kaori Ueda, Ryoko Takizawa, Hideko Naito, Mitsuhiro Tomosugi.   

Abstract

An improved safe method that does not contaminate the environment with cadmium chloride, a toxic heavy metal salt, was developed for the synthesis of phosphatidylcholine (PC). PC was synthesized from sn-glycero-3-phosphocholine (GPC) and fatty acid in one step under mild conditions without the use of cadmium chloride. GPC was prepared from egg yolk PC and adsorbed by kieselguhr in a Teflon vessel. The GPC on kieselguhr was acylated with fatty acid in the presence of two reagents, dicyclohexylcarbodiimide for synthesis of fatty acid anhydride and 4-dimethylaminopyridine as an acylating catalyst, at 30 degrees C overnight. The PC thus produced was purified by silica gel column chromatography. The yield of dioleoyl PC was 90% based on the starting material, GPC.

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Year:  2005        PMID: 16054615     DOI: 10.1016/j.chemphyslip.2005.06.001

Source DB:  PubMed          Journal:  Chem Phys Lipids        ISSN: 0009-3084            Impact factor:   3.329


  10 in total

1.  Dietary lysophosphatidylcholine-EPA enriches both EPA and DHA in the brain: potential treatment for depression.

Authors:  Poorna C R Yalagala; Dhavamani Sugasini; Sridevi Dasarathi; Kalipada Pahan; Papasani V Subbaiah
Journal:  J Lipid Res       Date:  2018-12-10       Impact factor: 5.922

2.  Calcium-Lipid Interactions Observed with Isotope-Edited Infrared Spectroscopy.

Authors:  Mason L Valentine; Alfredo E Cardenas; Ron Elber; Carlos R Baiz
Journal:  Biophys J       Date:  2020-04-21       Impact factor: 4.033

3.  Improved methods for the fatty acid analysis of blood lipid classes.

Authors:  Ken'ichi Ichihara; Kumiko Yoneda; Ayuko Takahashi; Noriko Hoshino; Motoyoshi Matsuda
Journal:  Lipids       Date:  2011-02-07       Impact factor: 1.880

4.  Preparation of fatty acid methyl esters by selective methanolysis of polar glycerolipids.

Authors:  Ken'ichi Ichihara; Chiaki Yamaguchi; Yumiko Araya; Asami Sakamoto; Kumiko Yoneda
Journal:  Lipids       Date:  2010-03-21       Impact factor: 1.880

5.  Preparation of fatty acid methyl esters for gas-liquid chromatography.

Authors:  Ken'ichi Ichihara; Yumeto Fukubayashi
Journal:  J Lipid Res       Date:  2009-09-16       Impact factor: 5.922

Review 6.  Search for the most 'primitive' membranes and their reinforcers: a review of the polyprenyl phosphates theory.

Authors:  Yoichi Nakatani; Nigel Ribeiro; Stéphane Streiff; Mari Gotoh; Gianluca Pozzi; Laurent Désaubry; Alain Milon
Journal:  Orig Life Evol Biosph       Date:  2014-10-30       Impact factor: 1.950

Review 7.  Synthesis of lysophospholipids.

Authors:  Paola D'Arrigo; Stefano Servi
Journal:  Molecules       Date:  2010-03-08       Impact factor: 4.411

8.  Budding and Division of Giant Vesicles Linked to Phospholipid Production.

Authors:  Juan M Castro; Hironori Sugiyama; Taro Toyota
Journal:  Sci Rep       Date:  2019-01-17       Impact factor: 4.379

9.  Synthesis and Biological Evaluation of Novel Phosphatidylcholine Analogues Containing Monoterpene Acids as Potent Antiproliferative Agents.

Authors:  Anna Gliszczyńska; Natalia Niezgoda; Witold Gładkowski; Marta Czarnecka; Marta Świtalska; Joanna Wietrzyk
Journal:  PLoS One       Date:  2016-06-16       Impact factor: 3.240

10.  Synthesis, Characterization, and In Vitro Cancer Cell Growth Inhibition Evaluation of Novel Phosphatidylcholines with Anisic and Veratric Acids.

Authors:  Marta Czarnecka; Marta Świtalska; Joanna Wietrzyk; Gabriela Maciejewska; Anna Gliszczyńska
Journal:  Molecules       Date:  2018-08-13       Impact factor: 4.411

  10 in total

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