Document Detail


Synthesis of deuterated gamma-lactones for use in stable isotope dilution assays.
MedLine Citation:
PMID:  15537321     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
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.
Authors:
Jo-Anna Hislop; Martin B Hunt; Simon Fielder; Daryl D Rowan
Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  Journal of agricultural and food chemistry     Volume:  52     ISSN:  0021-8561     ISO Abbreviation:  J. Agric. Food Chem.     Publication Date:  2004 Nov 
Date Detail:
Created Date:  2004-11-11     Completed Date:  2004-12-20     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  0374755     Medline TA:  J Agric Food Chem     Country:  United States    
Other Details:
Languages:  eng     Pagination:  7075-83     Citation Subset:  IM    
Affiliation:
The Horticulture and Food Research Institute of New Zealand Ltd., Private Bag 11030, Palmerston North, New Zealand.
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MeSH Terms
Descriptor/Qualifier:
Deuterium*
Indicator Dilution Techniques*
Isotope Labeling
Lactones / chemistry*
Chemical
Reg. No./Substance:
0/Lactones; 7782-39-0/Deuterium

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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