Process for the preparation and isolation of phosphatides

C - Chemistry – Metallurgy – 12 – P

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C12P 9/00 (2006.01) A23J 7/00 (2006.01) A61K 8/55 (2006.01) A61K 31/685 (2006.01) C07F 9/10 (2006.01) C12P 7/64 (2006.01)

Patent

CA 2610575

Process for the preparation of phosphatidylserine of formula CH2OR1 CHOR2 CH2O- P(=O)-OCH2-CH(NH2)-COOH X wherein R1 and R2 independently represent a saturated, mono-unsaturated or polyunsaturated acyl C10-C30, X=OH or OM where M=alkaline or alkaline earth metal, ammonium, alkylammonium (including the inner salt) including the transphosphatidylation reaction between phosphatidylcholine of the general formula CH2OR1 CHOR2 CH2O-P(=O)-OR3 X wherein R1 and R2 and X have the above specified meanings, R3=CH2-CH2- NH2 or CH2-CH2-N+(CH3)3 and Serine in D, L or racemic form catalysed hy the phospholipase D enzyme (PLD), characterised in that said reaction is carried out in a hydroalcoholic medium containing an aliphatic alcohol and in the presence of bivalent metal oxide.

L'invention porte sur un procédé de préparation de phosphatidylsérine de formule (I) dans laquelle R1 et R2 représentent, indépendamment, un acyle monoinsaturé ou polyinsaturé en C10-C30, X=OH ou OM dans laquelle M=métal alcalin ou alcalino-terreux, ammonium, alkylammonium (y compris le sel interne) incluant la réaction de transphosphatidylation entre phosphatidylcholine de formule générale (II) dans laquelle R1 et R2 et X ont les significations précitées, R3=CH2-CH2-NH2 ou CH2-CH2-N+(CH3)3 et sérine sous forme D, L ou racémique catalysée par l'enzyme phospholipase D (PLD). Ce procédé se caractérise en ce que la réaction est réalisée dans un milieu hydroalcoolique contenant un alcool aliphatique et en présence d'un oxyde métallique bivalent.

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