Synthesis of C‐18 mixed acid diacyl‐<i>sn</i>‐glycerol enantiomers

Buchnea, Dmytro

doi:10.1007/bf02531299

Cited by 50 publications

(10 citation statements)

References 32 publications

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“…[-y-32P]ATP and 32P04 carrier-free were from the Radiochemical Centre (Amersham, UK) and S. aureus V8 protease was from Miles Laboratories. Synthesis of OAG was as described by Buchnea (1971) and kindly provided by Dr M. Coombs.…”

Section: Methodsmentioning

confidence: 99%

Phosphorylation of an acidic mol. wt. 80 000 cellular protein in a cell-free system and intact Swiss 3T3 cells: a specific marker of protein kinase C activity.

Rodrı́guez-Peña¹,

Rozengurt²

1986

The EMBO Journal

145

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C, both in cell-free conditions and in intact fibroblasts, are identical as judged by one and two-dimensional polyacrylamide slab gel electrophoresis and peptide mapping. Prolonged treatment of cells with phorbol esters causes a selective decrease in protein kinase C activity and prevents the stimulation of 80 K phosphorylation in intact fibroblasts. We now show that extracts from PBt2-treated cultures fail to stimulate 80 K phosphorylation after the addition of the protein kinase C activators. This effect was due to the lack of protein kinase C activity since the addition of exogenous protein kinase C from mouse brain stimulated 80 K phosphorylation in both control and PBt2-treated preparations. The 80 K phosphoprotein generated by activation of endogenous and exogenous protein kinase C yielded similar phosphopeptide fragments after peptide mapping by limited proteolysis. We conclude that the detection of changes in the phosphorylation of 80 K provides a useful approach to ascertain which extraceliular ligands activate protein kinase C in intact cells.

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Section: Methodsmentioning

confidence: 99%

Phosphorylation of an acidic mol. wt. 80 000 cellular protein in a cell-free system and intact Swiss 3T3 cells: a specific marker of protein kinase C activity.

Rodrı́guez-Peña¹,

Rozengurt²

1986

The EMBO Journal

145

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“…Fatty acid labeled [9,10-3 H]MO (3-oleoyl-sn-glycerol) was synthesized by acetylation of 1,2-isopropylidenesn-glycerol with [9,10-3 H]oleoyl chloride in pyridine with subsequent acid hydrolysis, as described (11). The synthesis of 1,2-isopropylidene-sn-glycerol was as described (12) and that of [9,10-3 H]oleoyl chloride ([9,10-3 H]oleic acid, Amersham) as described (13).…”

Section: Enzyme Assaysmentioning

confidence: 99%

Expression, Purification, and Characterization of Histidine-Tagged Mouse Monoglyceride Lipase from Baculovirus-Infected Insect Cells

Karlsson

Törnqvist

Holm

2000

Protein Expression and Purification

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“…1-Stearoyi,2linolenoyl-sn-glycerol and 2-palmitoyl,3-olmyl-saz-glycerol were synthetized according to the method of Buchnea (8). f,2-Dipalmitin, 1 $2-diolein, and 1,2-distearin were purchased from Applied Science Laboratories, Inca, State College, Pa.…”

Section: Preparation Of Diglyceridesmentioning

confidence: 99%

Enantiomeric Diglycerides as Stereospecific Probes in Triglyceride Synthesis In Vitro

O’Doherty¹,

Kuksis²,

Buchnea³

1972

Can. J. Biochem.

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diglycerides as stereospecific probes in triglyceride synthesis in vitro. Can. J . Biochem. 50, 881-887 (1972).The stereospecificity of diglyceride acyltransferase (EC 2.3.1.20) was studied in the microsomes of rat intestine and liver using enantiomeric diglycerides as acceptors of labeled fatty acids. The diglyceride mixtures were prepared by combining equal amounts of synthetic 1,2-and 2,3-diglycerides of different degrees of unsaturation. The labeled triglycerides formed were resolved by argentation thin-layer chromatography, whereupon the products from each enantiomeric diglyceride moved to a different spot on the thin-layer plate.It was shown that both 1,2-and 2,3-diglycerides were utilized for direct acylation to triglycerides by both tissues. The diglyceride acyltransfers, if a single enzyme, showed a definite preference for the acylation of the 1 ,Zdiglycerides. The intestine esterifid more of the 2,3-isomer than did the liver. The yields of triglyceride depended upon the nature of the fatty acids involved, and their positional distribution on the glycerol molecule. The new method of stereospecific assessment of triglyceride biosynthesis in vitrs is applicable to preparations of other subcellular fractions and to other suitable combinations of fatty acid and diglyceride precursors. O'DOHERTY, P. J. A., KUKSIS, A., et BUCHNBA, D. Bnantiomeric diglycerides as stereospecific probes in triglyceride synthesis in vitro. Can. J. Biochem. 50, 88 1-887 (1 972).Nous etudions la sterkospkcificitk de la diglyceride acyltransferase (EC 2.3.1.20) dans les microsomes de l'intestin et du foie de rat a l'aide d'enantiorneres diglyckridiques comme accepteurs d'acides gras marques. Les melanges de diglycerides sont prepares en combinant des quantites kgales de 1,2-et de 2,3-diglycerides synthetiques diversement insatures. Les triglyctrides marques sont sepaks par chromatographie d'argentation en couches minces, technique qui perrnet a m produits obtenus de chacun des enantiomeres diglyckridiques de migrer a des endroits dfferents sur les couches minces.Nous montrons que les deux tissus utilisent les 1,2-et les 2,3-diglyckrides pour acylation directe des triglycerides. La diglydride acyltransferase, s'il s'agit d'un enzyme unique, montre une nette preference pour l'acylation des 1 ,Zdiglyckrides. L'intestin estkrifie plus de 2,3-isomeres que le foie. La production des triglycerides depend de la nature des acides gms impliques et de leurs positions sur la molecule de glycerol. La nouvelle methode dXvaluation stereospkifique de la biosynthese des triglycerides in tlitro peut s'appliquer a des preparations des autres fractions subllulaires et a d'autres combinaisons appropriees d'acides gras et de diglycerides precurseurs.

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Synthesis of C‐18 mixed acid diacyl‐sn‐glycerol enantiomers

Cited by 50 publications

References 32 publications

Phosphorylation of an acidic mol. wt. 80 000 cellular protein in a cell-free system and intact Swiss 3T3 cells: a specific marker of protein kinase C activity.

Phosphorylation of an acidic mol. wt. 80 000 cellular protein in a cell-free system and intact Swiss 3T3 cells: a specific marker of protein kinase C activity.

Expression, Purification, and Characterization of Histidine-Tagged Mouse Monoglyceride Lipase from Baculovirus-Infected Insect Cells

Enantiomeric Diglycerides as Stereospecific Probes in Triglyceride Synthesis In Vitro

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