Document Detail

Unusual fatty acids in the fat body of the early nesting bumblebee, Bombus pratorum.
MedLine Citation:
PMID:  18365265     Owner:  NLM     Status:  MEDLINE    
Unusual fatty acids with 24, 26, and 28 carbon atoms were found in triacylglycerols (TAGs) isolated from fat body tissue of bumblebee Bombus pratorum. The most abundant one was (Z,Z)-9,19-hexacosadienoic acid. Its structure was determined by mass spectrometry after derivatization with dimethyl disulfide and by infrared spectroscopy. ECL (equivalent chain length) values of its methyl ester were determined on both DB-1 and DB-WAX capillary columns. (Z,Z)-9,19-Hexacosadienoic acid is quite rare in nature. So far it has been identified only in marine sponges, and this work is the first evidence of its occurrence in a terrestrial organism. HPLC/MS analysis of the bumblebee TAGs showed that (Z,Z)-9,19-hexacosadienoic acid is present in one third of all TAG molecular species. As it was found in all sn-TAG positions, it is likely that (Z,Z)-9,19-hexacosadienoic acid is transported to tissues. Interestingly, labial gland secretion of B. pratorum was found to contain (Z,Z)-7,17-pentacosadiene, a hydrocarbon with markedly similar double bond positions and geometry. Possible biosynthetic relationships between these two compounds are discussed.
Josef Cvacka; Edita Kofronová; Sona Vasícková; Karel Stránský; Pavel Jiros; Oldrich Hovorka; Jirí Kindl; Irena Valterová
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't     Date:  2008-03-26
Journal Detail:
Title:  Lipids     Volume:  43     ISSN:  0024-4201     ISO Abbreviation:  Lipids     Publication Date:  2008 May 
Date Detail:
Created Date:  2008-04-22     Completed Date:  2008-09-03     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  0060450     Medline TA:  Lipids     Country:  United States    
Other Details:
Languages:  eng     Pagination:  441-50     Citation Subset:  IM    
Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Flemingovo nám. 2, 166 10 Prague, Czech Republic.
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MeSH Terms
Bees / metabolism*
Chromatography, Gas
Chromatography, High Pressure Liquid
Fat Body / metabolism*
Fatty Acids / metabolism*
Mass Spectrometry
Nesting Behavior*
Triglycerides / metabolism
Reg. No./Substance:
0/Fatty Acids; 0/Triglycerides

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

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