Phospholipases as Synthetic Catalysts

Servi, Stefano De

doi:10.1007/3-540-68116-7_5

Cited by 63 publications

(33 citation statements)

References 138 publications

(185 reference statements)

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“…Transesterification of PC [22][23][24] PC may undergo either a transesterification with an alcohol forming the desired PL (and liberation of choline) or a hydrolysis to PA and choline in the presence of phospholipase D [25]. Thus, various amounts of PA are always formed given that an aqueous buffer is involved in the reaction.…”

Section: Synthesis Of Pcmentioning

confidence: 99%

Total structure characterization of unsaturated acidic phospholipids provided by vicinal di-hydroxylation of fatty acid double bonds and negative electrospray ionization mass spectrometry

Moe

Anderssen

Strøm

et al. 2005

J. Am. Soc. Mass Spectrom.

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In the present work, the unsaturated fatty acid substituents of some phosphatidic acid, phosphatidylserine, phosphatidylinositol, and phosphatidylglycerol species were converted to their 1,2-di-hydroxy derivatives by OsO 4 . The subsequent electrospray ionization tandem low-energy mass spectrometry analysis of the deprotonated species allowed positional determination of the double bonds by the production of specific product-ions. The productions are formed by charge-remote and charge-proximate homolytic cleavages as well as charge-directed heterolytic cleavages and rearrangements. The commercial availability of pure species of the phospholipids in question was limited, and a number of species were therefore synthesized. The developed method was used to fully characterize the two isobaric phosphatidylglycerol species 16:0/16:1⌬ 9 and 16:0/16:1⌬ 10 extracted from the bacteria Methylococcus capsulatus. The presence of these fatty acids was supported by a gas-chromatography mass spectrometry investigation of the dimethyloxazoline derivatives of the species of the lipid extract. The present work demonstrates that a total structure characterization of acidic unsaturated phospholipids in isolate or in mixtures is accomplished by vicinal di-hydroxylation of olefinic sites and subsequent electrospray ionization mass spectrometry of the derivatized phospholipids. (J Am Soc Mass Spectrom 2005, 16, 46 -59)

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Section: Synthesis Of Pcmentioning

confidence: 99%

Total structure characterization of unsaturated acidic phospholipids provided by vicinal di-hydroxylation of fatty acid double bonds and negative electrospray ionization mass spectrometry

Moe

Anderssen

Strøm

et al. 2005

J. Am. Soc. Mass Spectrom.

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“…Lipases 19 and phospholipases 20 provide powerful tools for their synthesis by acidolysis. This interesterification reaction is a two-step reaction involving hydrolysis and further esterification.…”

Section: Introductionmentioning

confidence: 99%

Optimization of the Synthesis of Structured Phosphatidylcholine with Medium Chain Fatty Acid

et al. 2017

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“…[20] Triazines 14-19 comprise three pairs of pseudoenantiomers (Scheme 4). Each member of a pair has the opposite absolute configuration of the chiral component and was tagged with a bromide or chloride substituent to encode this information into the MS signal.…”

mentioning

confidence: 99%