A practical selective synthesis of mixed short/long chains glycerophosphocholines (Articolo in rivista)

Type
Label
  • A practical selective synthesis of mixed short/long chains glycerophosphocholines (Articolo in rivista) (literal)
Anno
  • 2007-01-01T00:00:00+01:00 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi
  • 10.1016/j.chemphyslip.2007.03.008 (literal)
Alternative label
  • D'Arrigo P., Fasoli E., Pedrocchi-Fantoni G., Rossi C., Saraceno C., Tessaro D., Servi S. (2007)
    A practical selective synthesis of mixed short/long chains glycerophosphocholines
    in Chemistry and physics of lipids (Print)
    (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
  • D'Arrigo P., Fasoli E., Pedrocchi-Fantoni G., Rossi C., Saraceno C., Tessaro D., Servi S. (literal)
Pagina inizio
  • 113 (literal)
Pagina fine
  • 118 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume
  • 147 (literal)
Rivista
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroFascicolo
  • 2 (literal)
Note
  • ISI Web of Science (WOS) (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni
  • ICRM, CNR (literal)
Titolo
  • A practical selective synthesis of mixed short/long chains glycerophosphocholines (literal)
Abstract
  • Glycerophosphorylcholine (GPC) is transformed into the cyclic stannylene derivatives, which are selectively acylated to 1-acyl-2-lyso-glycerophosphocholines. The reaction is effective using C-2 to C-16 acid chlorides in 2-propanol. After solvent replacement the lyso-phospholipid (lyso-PL) is subjected to a second acylation using acid anhydrides in methylene chloride. A series of 1(2)short-2(1)-long-diacyl-glycerophosphocholines are obtained in high yields and selectivity. No diacylation product was detected. In order to detect mixed-chain lipids with inverted disposition of acyl chains, the long chain was introduced first and the thus resulting isomeric compounds compared by NMR. An NMR method was developed in order to determine the positional purity of the isomeric compounds. (c) 2007 Elsevier Ireland Ltd. All rights reserved. (literal)
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