Asymmetric synthesis and structure elucidation of a glycerophospholipid from Mycobacterium tuberculosis.
J Lipid Res
; 51(5): 1017-22, 2010 May.
Article
en En
| MEDLINE
| ID: mdl-19965610
ABSTRACT
A glycerophospholipid (1-O-tuberculostearoyl-2-O-palmitoyl-sn-glycero-3-phosphoethanolamine) from Mycobacterium tuberculosis was isolated from the reference strain H37Rv. The molecular structure of this tuberculostearoyl [(R)-10-methyloctadecyl] and palmitoyl containing phosphatidylethanolamine (PE) has been resolved. The substitution pattern on the glycerol backbone could be determined by comparison of the isolate to the two synthetically prepared regioisomers. MS/MS analysis was used to determine its molecular structure. Production of this synthetic version of mycobacterial PE in high yield, with a stereochemically correct and pathogen-specific fatty acyl group, can be used as a standard in LC-MS based lipidomic analyses to detect trace amounts of mycobacterial PE in human blood, sputum, or tissues as a marker of infection by mycobacteria.
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Bases de datos:
MEDLINE
Asunto principal:
Glicerofosfolípidos
/
Mycobacterium tuberculosis
Idioma:
En
Revista:
J Lipid Res
Año:
2010
Tipo del documento:
Article
País de afiliación:
Países Bajos