Document Detail


Synthesis and characterization of a highly fluorescent peptidyl-phosphatidylethanolamine.
MedLine Citation:
PMID:  4031655     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
The synthesis of a fluorescent lipid for use in studies of immune recognition of model membranes is described. The molecule has the basic structure HAPTEN-SPACER-LIPID, where fluorescein is the hapten, an oligopeptide (triglycine) is the spacer, and dipalmitoylphosphatidylethanolamine (DPPE) is the lipid. The spacer, which is necessary for immunological reactivity, is first linked via a peptide bond to DPPE. The free N-terminus of the peptidyl-DPPE is then reacted with 5-dichlorotriazinylaminofluorescein (DCTAF) to yield fluoresceinchlorotriazinyltriglycyl-DPPE (FG3P). The structure is confirmed by mass spectrometry and Fourier transform NMR. When FG3P is incorporated into phospholipid vesicles it retains the brilliant fluorescence and high-affinity immunological reactivity of fluorescein. The general synthesis scheme may prove useful in other membrane and lipoprotein applications.
Authors:
A Petrossian; A B Kantor; J C Owicki
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't; Research Support, U.S. Gov't, P.H.S.    
Journal Detail:
Title:  Journal of lipid research     Volume:  26     ISSN:  0022-2275     ISO Abbreviation:  J. Lipid Res.     Publication Date:  1985 Jun 
Date Detail:
Created Date:  1985-10-03     Completed Date:  1985-10-03     Revised Date:  2007-11-14    
Medline Journal Info:
Nlm Unique ID:  0376606     Medline TA:  J Lipid Res     Country:  UNITED STATES    
Other Details:
Languages:  eng     Pagination:  767-73     Citation Subset:  IM    
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MeSH Terms
Descriptor/Qualifier:
Fluorescein
Fluoresceins
Fluorescent Dyes*
Glycine
Mass Spectrometry
Oligopeptides
Phosphatidylethanolamines / chemical synthesis*
Grant Support
ID/Acronym/Agency:
2-S07-RR-7006/RR/NCRR NIH HHS; R01-AI-19605-02/AI/NIAID NIH HHS; RR01614/RR/NCRR NIH HHS
Chemical
Reg. No./Substance:
0/Fluoresceins; 0/Fluorescent Dyes; 0/Oligopeptides; 0/Phosphatidylethanolamines; 2321-07-5/Fluorescein; 3026-45-7/1,2-dipalmitoyl-3-phosphatidylethanolamine; 56-40-6/Glycine

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


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