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Two-enzyme system for the synthesis of 1-lauroyl-rac-glycerophosphate (lysophosphatidic acid) and 1-lauroyl-dihydroxyacetonephosphate

Virto, Carmen LU and Adlercreutz, Patrick LU (2000) In Chemistry and Physics of Lipids 104(2). p.175-184
Abstract

A combination of two enzymes, phospholipase D (PL D) and C (PL C), was investigated for the production of two lysophospholipids, 1-lauroyl-rac- glycerophosphate (1-LGP) and 1-lauroyl-dihydroxyacetonephosphate (1-LDHAP). The high transphosphatidylation ability of phospholipase D from Streptomyces sp. allowed the formation of 1-lauroyl-phosphatidylglycerol (1-LPG) and 1- lauroyl-phosphatidyldihydroxyacetone (1-LPDHA) from phosphatidylcholine (PC) and 1-monolauroyl-rac-glycerol (1-MLG) and 1-lauroyl-dihydroxyacetone (1- MDHA), respectively. A two-phase system, diethyl ether/water, was chosen for the convenience of the recovery of the water insoluble products. A similar two-phase system was used for hydrolysis of the complex phospholipids... (More)

A combination of two enzymes, phospholipase D (PL D) and C (PL C), was investigated for the production of two lysophospholipids, 1-lauroyl-rac- glycerophosphate (1-LGP) and 1-lauroyl-dihydroxyacetonephosphate (1-LDHAP). The high transphosphatidylation ability of phospholipase D from Streptomyces sp. allowed the formation of 1-lauroyl-phosphatidylglycerol (1-LPG) and 1- lauroyl-phosphatidyldihydroxyacetone (1-LPDHA) from phosphatidylcholine (PC) and 1-monolauroyl-rac-glycerol (1-MLG) and 1-lauroyl-dihydroxyacetone (1- MDHA), respectively. A two-phase system, diethyl ether/water, was chosen for the convenience of the recovery of the water insoluble products. A similar two-phase system was used for hydrolysis of the complex phospholipids by phospholipase C form Bacillus cereus, which released both lysophospholipids. Only trace amounts of phosphatidic acid (PA) were detected showing that the enzyme is highly selective for the release of the diacylglycerol and 1- lauroyl-rac-glycerophosphate and 1-lauroyl-dihydroxyacetonephosphate.

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publication status
published
subject
keywords
Acyl- dihydroxyacetonephosphate, Acyl- phosphatidyldihydroxyacetone, Acyl-phosphatidylglycerol, Acyl-rac-glycerophosphate, Phospholipase C, Phospholipase D
in
Chemistry and Physics of Lipids
volume
104
issue
2
pages
10 pages
publisher
Elsevier
external identifiers
  • pmid:10669309
  • scopus:0033987313
ISSN
0009-3084
DOI
10.1016/S0009-3084(99)00123-1
language
English
LU publication?
yes
id
73bf4a3d-a24e-41e0-b4a1-a7b845d30ff4
date added to LUP
2019-06-20 15:57:56
date last changed
2021-02-17 07:43:11
@article{73bf4a3d-a24e-41e0-b4a1-a7b845d30ff4,
  abstract     = {<p>A combination of two enzymes, phospholipase D (PL D) and C (PL C), was investigated for the production of two lysophospholipids, 1-lauroyl-rac- glycerophosphate (1-LGP) and 1-lauroyl-dihydroxyacetonephosphate (1-LDHAP). The high transphosphatidylation ability of phospholipase D from Streptomyces sp. allowed the formation of 1-lauroyl-phosphatidylglycerol (1-LPG) and 1- lauroyl-phosphatidyldihydroxyacetone (1-LPDHA) from phosphatidylcholine (PC) and 1-monolauroyl-rac-glycerol (1-MLG) and 1-lauroyl-dihydroxyacetone (1- MDHA), respectively. A two-phase system, diethyl ether/water, was chosen for the convenience of the recovery of the water insoluble products. A similar two-phase system was used for hydrolysis of the complex phospholipids by phospholipase C form Bacillus cereus, which released both lysophospholipids. Only trace amounts of phosphatidic acid (PA) were detected showing that the enzyme is highly selective for the release of the diacylglycerol and 1- lauroyl-rac-glycerophosphate and 1-lauroyl-dihydroxyacetonephosphate.</p>},
  author       = {Virto, Carmen and Adlercreutz, Patrick},
  issn         = {0009-3084},
  language     = {eng},
  month        = {02},
  number       = {2},
  pages        = {175--184},
  publisher    = {Elsevier},
  series       = {Chemistry and Physics of Lipids},
  title        = {Two-enzyme system for the synthesis of 1-lauroyl-rac-glycerophosphate (lysophosphatidic acid) and 1-lauroyl-dihydroxyacetonephosphate},
  url          = {http://dx.doi.org/10.1016/S0009-3084(99)00123-1},
  doi          = {10.1016/S0009-3084(99)00123-1},
  volume       = {104},
  year         = {2000},
}