Synthesis and characterization of fluorescent neutral lipid analogs containing N-(7-nitro-2,1,3-benzoxadiazol-4-yl)-aminohexanoic acid.
Chem Phys Lipids
; 66(3): 171-80, 1993 Dec.
Article
em En
| MEDLINE
| ID: mdl-8111933
ABSTRACT
The synthesis, identification and characterization of neutral lipid analogs containing N-(7-nitro-2,1,3-benzoxadiazoi-4-yl)-aminocaproic acid are reported. The acyl-imidazole derivative of the fluorescent fatty acid was used to esterify L-alpha-glycerophosphorylcholine. Fluorescent phosphatidylcholines were converted to the corresponding diacylglycerols by phospholipase C digestion. Triacylglycerols were formed by esterification with either fluorescent fatty acid-imidazole or non-fluorescent fatty acid anhydride. The 11 compounds synthesized were identified by a combination of thin layer chromatography, liquid secondary ion mass spectrometry and enzymatic digestion. A solvent system for identifying all eleven analogs by thin layer chromatography is presented. The fluorescence characteristics of these analogs are consistent with previously observed parameters of NBD-lipid analogs, including the density-dependent quenching of analogs containing multiple NBD fluorophores. These analogs mimic native lipids, as evidenced by digestions with the enzymes, porcine pancreatic lipase, phospholipase C and phospholipase A2.
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Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Corantes Fluorescentes
/
Aminocaproatos
/
Lipídeos
/
4-Cloro-7-nitrobenzofurazano
Tipo de estudo:
Prognostic_studies
Limite:
Animals
Idioma:
En
Revista:
Chem Phys Lipids
Ano de publicação:
1993
Tipo de documento:
Article