| Synthesis of deuterated gamma-lactones for use in stable isotope dilution assays. | |
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MedLine Citation:
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PMID: 15537321 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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Two syntheses of deuterated gamma-lactones for use as internal standards in stable isotope dilution assays (SIDA) were developed. [2,2,3,3-2H4]-gamma-Octa-, -gamma-deca-, and -gamma-dodecalactones with >89% deuterium incorporation were prepared in 27, 17, and 19% overall yields, respectively, by the reduction of a doubly protected hydroxypropiolic acid with deuterium gas. [3,3,4-2H3]-gamma-Octa- and -gamma-dodecalactones were prepared in 6 and 23% yields with >92% deuterium incorporation by the free radical addition of 2-iodoacetamide to [1,1,2-2H3]-1-hexene and [1,1,2-2H3]-1-decene, respectively. Reaction yields were highly dependent upon the purity of the 1-alkene starting material. The deuterated gamma-lactones were evaluated as internal standards for SIDA. |
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Authors:
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Jo-Anna Hislop; Martin B Hunt; Simon Fielder; Daryl D Rowan |
Publication Detail:
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Type: Journal Article |
Journal Detail:
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Title: Journal of agricultural and food chemistry Volume: 52 ISSN: 0021-8561 ISO Abbreviation: J. Agric. Food Chem. Publication Date: 2004 Nov |
Date Detail:
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Created Date: 2004-11-11 Completed Date: 2004-12-20 Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 0374755 Medline TA: J Agric Food Chem Country: United States |
Other Details:
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Languages: eng Pagination: 7075-83 Citation Subset: IM |
Affiliation:
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The Horticulture and Food Research Institute of New Zealand Ltd., Private Bag 11030, Palmerston North, New Zealand. |
Export Citation:
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APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
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Deuterium* Indicator Dilution Techniques* Isotope Labeling Lactones / chemistry* |
| Chemical | |
Reg. No./Substance:
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0/Lactones; 7782-39-0/Deuterium |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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