Conversion of radiolabelled ethanolamine plasmalogen into the dimethylethanolamine and choline analogue via transphosphatidylation by phospholipase D from cabbage

Achterberg, Volker; Fricke, H.; Gercken, Günther

doi:10.1016/0009-3084(86)90032-0

Cited by 15 publications

(1 citation statement)

References 5 publications

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“…Alkylphosphocholines as substrates of PLD [25-27, 171, 172] phospholipid molecules containing phosphothioester bonds [167], plasmalogens [168,169], or even phosphate diesters and phosphonates not characterized by the glycerol backbone (Scheme 10).…”

Section: Scheme 10mentioning

confidence: 99%

Phospholipases as Synthetic Catalysts

Servi

1999

Topics in Current Chemistry

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Natural phospholipids can be completely modified with a group of hydrolytic enzymes found in living organisms. Phospholipase A 1 , phospholipase A 2 , and 1,3-specific lipases are hydrolases which can selectively cleave the ester bonds at position sn1 and sn2. The compounds of partial hydrolysis can be reacylated chemically. Each of the compounds obtained can then be modified with the very efficient phospholipase D which can effect polar head substitution in the presence of an alcohol as a phosphoryl acceptor. The enzymes from bacterial sources are readily available from culture broth and are highly selective. Phospholipase C can be used to obtain diacylglycerol and organic phosphates as hydrolysis products. The sequential use of the latter enzymes allows the preparation of organic diphosphates. The factors affecting the specificity and selectivity of these enzymes is discussed.

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Section: Scheme 10mentioning

confidence: 99%

Phospholipases as Synthetic Catalysts

Servi

1999

Topics in Current Chemistry

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Plant Lipases in Lipid Biotransformations

Mukherjee¹

1996

Engineering of/With Lipases

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Synthesis of 6‐phosphatidyl‐L‐ascorbic acid by phospholipase D

Nagao

Ishida

Terao

1991

Lipids

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Phospholipase D (EC 3.1.4.4) of Streptomyces species was found to catalyze transphosphatidylation to L-ascorbic acid from phosphatidylcholine (PC) in a biphasic reaction system. The product was identified as 1,2-diacyl-sn-glycero-3-phospho-6'-L-ascorbic acid (PA-AsA) by mass spectrometry and nuclear magnetic resonance spectroscopy. The optimal pH of transphosphatidylation was 4.5 and the rate of PA-AsA formation increased as concentrations of L-ascorbic acid increased. The conversion of PC to PA-AsA was greater than 80%. PA-AsA was found to be more resistant to hydrolysis by phospholipase D than was PC.

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Conversion of radiolabelled ethanolamine plasmalogen into the dimethylethanolamine and choline analogue via transphosphatidylation by phospholipase D from cabbage

Cited by 15 publications

References 5 publications

Phospholipases as Synthetic Catalysts

Phospholipases as Synthetic Catalysts

Plant Lipases in Lipid Biotransformations

Synthesis of 6‐phosphatidyl‐L‐ascorbic acid by phospholipase D

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