Document Detail


Determination of double bond location in fatty acids by manganese adduction and electron induced dissociation.
MedLine Citation:
PMID:  20704384     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
Double bond locations in fatty acids can be determined from characteristic charge-remote fragmentation patterns of alkali metal-adducted fatty acids following high energy collision activated dissociation (CAD). With low energy CAD, several chemical derivatization methods, including ozonization, epoxidation, and hydroxylation, have been used to generate characteristic fragments. However, high energy CAD is not universally available and involves a high degree of scattering, causing product ion loss. Further, derivatization reactions involve side reactions and sample loss. Here, we analyzed metal-adducted fatty acids to investigate the utility of electron induced dissociation (EID) for determining double bond location. EID has been proposed to involve both electronic excitation, similar to high energy CAD, and vibrational excitation. Various metals (Li, Zn, Co, Ni, Mg, Ca, Fe, and Mn) were investigated to fix one charge at the carboxylate end of fatty acids to promote charge-remote fragmentation. EID of Mn(II)-adducted fatty acids allowed determination of all double bond locations of arachidonic acid, linolenic acid, oleic acid, and stearic acid. For Mn(II)-adducted fatty acids, reduced characteristic charge-remote product ion abundances at the double bond positions are indicative of double bond locations. However, other metal adducts did not generally provide characteristic product ion abundances at all double bond locations.
Authors:
Hyun Ju Yoo; Kristina Håkansson
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't; Research Support, U.S. Gov't, Non-P.H.S.    
Journal Detail:
Title:  Analytical chemistry     Volume:  82     ISSN:  1520-6882     ISO Abbreviation:  Anal. Chem.     Publication Date:  2010 Aug 
Date Detail:
Created Date:  2010-08-13     Completed Date:  2010-12-15     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  0370536     Medline TA:  Anal Chem     Country:  United States    
Other Details:
Languages:  eng     Pagination:  6940-6     Citation Subset:  IM    
Affiliation:
Department of Chemistry, University of Michigan, 930 North University Avenue, Ann Arbor, Michigan 48109-1055, USA.
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MeSH Terms
Descriptor/Qualifier:
Arachidonic Acid / chemistry
Electrons*
Fatty Acids / chemistry*
Manganese / chemistry*
Oleic Acid / chemistry
Spectrometry, Mass, Electrospray Ionization / methods*
Stearic Acids / chemistry
alpha-Linolenic Acid / chemistry
Chemical
Reg. No./Substance:
0/Fatty Acids; 0/Stearic Acids; 112-80-1/Oleic Acid; 463-40-1/alpha-Linolenic Acid; 506-32-1/Arachidonic Acid; 57-11-4/stearic acid; 7439-96-5/Manganese

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


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