| The total synthesis of 2-O-arachidonoyl-1-O-stearoyl-sn-glycero-3-phosphocholine-1,3,1'-(13)C3 and -2,1'-(13)C2 by a novel chemoenzymatic method. | |
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MedLine Citation:
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PMID: 19682980 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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2-O-Arachidonoyl-1-O-stearoyl-sn-glycero-3-phosphocholine was synthesized with carbon-13 enrichment of the three glycerol carbons and the carbonyl of the stearoyl group. Phospholipase A(2) was utilized to give optically pure lyso-PC, and only 3% acyl migration occurred during reacylation with arachidonic acid anhydride. This phospholipid is an important biosynthetic precursor of arachidonic acid metabolites as well as the endocannabinoid 2-arachidonoylglycerol (2-AG), and is now available for NMR studies. |
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Authors:
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Richard I Duclos |
Publication Detail:
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Type: Journal Article; Research Support, N.I.H., Extramural |
Journal Detail:
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Title: Chemistry and physics of lipids Volume: 163 ISSN: 1873-2941 ISO Abbreviation: Chem. Phys. Lipids Publication Date: 2010 Jan |
Date Detail:
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Created Date: 2009-12-16 Completed Date: 2010-02-24 Revised Date: 2011-07-19 |
Medline Journal Info:
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Nlm Unique ID: 0067206 Medline TA: Chem Phys Lipids Country: Ireland |
Other Details:
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Languages: eng Pagination: 102-9 Citation Subset: IM |
Affiliation:
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Center for Drug Discovery, Northeastern University, 116 Mugar Life Sciences Building, 360 Huntington Avenue, Boston, MA 02115, USA. duclos@neu.edu |
Export Citation:
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APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
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Arachidonic Acid
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metabolism Arachidonic Acids / metabolism Carbon Isotopes / chemistry Glycerides / metabolism Isotope Labeling / methods Magnetic Resonance Spectroscopy Phosphatidylcholines / chemical synthesis*, chemistry Phospholipases A / metabolism |
| Grant Support | |
ID/Acronym/Agency:
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DA-24842/DA/NIDA NIH HHS; HL-26335/HL/NHLBI NIH HHS; P01 HL026335-179001/HL/NHLBI NIH HHS; P01 HL026335-189001/HL/NHLBI NIH HHS; P01 HL026335-199001/HL/NHLBI NIH HHS; P01 HL026335-209001/HL/NHLBI NIH HHS; P01 HL026335-219001/HL/NHLBI NIH HHS; P01 HL026335-229001/HL/NHLBI NIH HHS; P01 HL026335-239001/HL/NHLBI NIH HHS; P01 HL026335-249001/HL/NHLBI NIH HHS; P01 HL026335-259001/HL/NHLBI NIH HHS; R03 DA024842-01/DA/NIDA NIH HHS; R03 DA024842-02/DA/NIDA NIH HHS |
| Chemical | |
Reg. No./Substance:
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0/Arachidonic Acids; 0/Carbon Isotopes; 0/Glycerides; 0/Phosphatidylcholines; 18892-74-5/1-stearoyl-2-arachidonylphosphatidylcholine; 506-32-1/Arachidonic Acid; 53847-30-6/2-arachidonylglycerol; EC 3.1.1.-/Phospholipases A |
| Comments/Corrections | |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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