Synthesis of Enantiomeric α-Cephalins

Baer, Erich; Maurukas, Jonas; Russell, Margaret

doi:10.1126/science.113.2923.12

Cited by 15 publications

(5 citation statements)

References 12 publications

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“…Unfortunately, similar sentiments are even today often applied to basic research. Almost 70 years later (1952) the structure of PE was deduced by Baer and colleagues [2]. In 1941 PS was identified as a secondary component of cephalin which was originally thought to be pure PE.…”

Section: Introductionmentioning

confidence: 98%

Formation and function of phosphatidylserine and phosphatidylethanolamine in mammalian cells

Vance

Tasseva

2013

Biochimica et Biophysica Acta (BBA) - Molecular and Cell Biolog

475

431

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Section: Introductionmentioning

confidence: 98%

Formation and function of phosphatidylserine and phosphatidylethanolamine in mammalian cells

Vance

Tasseva

2013

Biochimica et Biophysica Acta (BBA) - Molecular and Cell Biolog

475

431

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“…MATERIALS AND METHODS Materials. [3H]CTP (1.26 Ci/mmol) was the tetralithium salt from Schwarz/Mann. It was judged 80% radiochemically pure by chromatography in solvent system 3 (Table 1), the major contaminant being CDP. Correction for the impurity was made in calculating activities.…”

mentioning

confidence: 99%

Partial purification and properties of CTP:phosphatidic acid cytidylyltransferase from membranes of Escherichia coli

Langley¹,

Kennedy²

1978

J Bacteriol

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The cytosine liponucleotides CDP-diglyceride and dCDP-diglyceride are key intermnediates in phospholipid biosynthesis in Escherichia coli (C. R. H. Raetz and E. P. Kennedy, J. Biol. Chem. 248:1098-1105, 1973. The enzyme responsible for their synthesis, CTP:phosphatidic acid cytidylyltransferase, was solubilized from the cell envelope by a differential extraction procedure involving the detergent digitonin and was purified about 70-fold (relative to cell-free extracts) in the presence of detergent. In studies of the heat stability of the enzyme, activity decayed slowly at 630C. Initial velocity kinetic experiments suggested a sequential, rather than ping-pong, reaction mechanism; isotopic exchange reaction studies supported this conclusion and indicated that inorganic pyrophosphate is released before CDP-diglyceride in the reaction sequence. The enzyme utilized both CTP and dCTP as nucleotide substrate for the synthesis of CDP-diglyceride and dCDP-diglyceride, respectively. No distinction was observed between CTP and dCTP utilization in any of the purification, heat stability, and reaction mechanism studies. In addition, CTP and dCTP were competitive substrates for the partially purified enzyme. It therefore appears that a single enzyme catalyzes synthesis of both CDP-diglyceride and dCDP-diglyceride in E. coli. The enzyme also catalyzes a pyrophosphorolysis of CDP-diglyceride, i.e., the reverse of its physiologically important catalysis.

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“…They did not isolate the intermediate phthalimide derivative, thus avoiding emulsification and crystallisation losses, so that the yield was greatly increased. Baer, Maurukas and Russell, in 1951, claimed that no previous attempt to synthesize a-phosphatidylethanolamine could be considered successful, and reported the synthesis of three enantiomorphic compounds, the distearoyl, dipalmitoyl, and dimyristoyl L-a-phosphatidylethanolamines.…”

Section: C Robinsmentioning

confidence: 99%

Phosphatidylethanolamine and Lysophosphatidylethanolamine

Dc¹

1963

Journal of Pharmacy and Pharmacology

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Phosphatidylethanolamine and Lysophosphatidylethanolamine belong to a group of phospholipids generally termed cephalins. The phospholipids are universally distributed among living organisms and are thought to be essential components of cell membranes. From the quantities of lipoidal and protein material found in cell membranes (Danielli and Stein, 1956) together with surface tension and related studies (Danielli and Harvey, 1935; Danielli and Davson, 1935), the membranes are considered to consist of a bimolecular leaflet of lipids with a unimolecular layer of protein adsorbed onto the polar surface. The course of investigation of the cephalin fraction has not been reviewed in recent years, and here is discussed the general scope of the work in this field, under the headings of preparation, structure, synthesis and physical properties.

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Synthesis of Enantiomeric α-Cephalins

Cited by 15 publications

References 12 publications

Formation and function of phosphatidylserine and phosphatidylethanolamine in mammalian cells

Formation and function of phosphatidylserine and phosphatidylethanolamine in mammalian cells

Partial purification and properties of CTP:phosphatidic acid cytidylyltransferase from membranes of Escherichia coli

Phosphatidylethanolamine and Lysophosphatidylethanolamine

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