Properties of unusual phospholipids IV: Chemoenzymatic synthesis of phospholipids bearing acetylenic fatty acids

✍ Scribed by Sandra Pisch; Uwe T. Bornscheuer; Hartmut H. Meyer; Rolf D. Schmid

• Book ID: 104208142
• Publisher: Elsevier Science
• Year: 1997
• Tongue: French
• Weight: 488 KB
• Volume: 53
• Category: Article
• ISSN: 0040-4020
• DOI: 10.1016/s0040-4020(97)01043-0

✦ Synopsis

14-Oetadecynoic (I) and 4-octadecynoic (2) acid were synthesized in high yields (56% & 57%) and incorporated into glycerophosphatidylcholine at snl-and sn2-position. The head group of these phosphatidylcholines was exchanged using phospholipase D (PLD) in a biphasic system. PLD from Streptomyces antibioticus, Streptomyces sp., peanut and cabbage were studied in this transphosphatidylation reaction. Under optimized conditions (40 °C, organic solvent : buffer ratio 1:1.5 (v/v), pH 5.6), the conversion of phosphatidylcholine to the corresponding phospholipids with the head groups glycerol, ethanolamine and L-serine reached 99% at 40°C in 1 h. The quantitative analysis of the transphosphatidylation reactions was performed by TLC-FID.