Occurrence of unnatural phospholipid in marine bacteria
2004
Gamano, T. (Hokkaido Univ., Sapporo (Japan)) | Fujishima, H. | Sawabe, T. | Itabashi, Y.
Using chiral phase high-performance liquid chromatography (HPLC), we have determined the stereochemical configuration of phosphatidylglycerols (PG) from some marine bacteria, Pseudoaheromonas sp. (5 strains). Vibrio sp. (8 strains), Deleya aquamarina. Alteromonas macleodii and Stappia aggregata. For this purpose, PGs isolated from total lipids by thin-layer chromatography were converted into bis(3, 5-dinitrophenylurethane) derivatives, which were separated on two columns having chiral phases of opposite configuration, (R)- and (S)-1-(1-naphthyl)ethylamine polymeric phases. The results clearly showed that the PG from all the strains of Pseudoaheromonas sp. and Alteromonas macleodii consisted of a single R, S isomer (1.2-diacyl-sn-glycero-3-phospho-3'-sn-glycerol), while PG from three strains of Vibrio sp. and Deleya aquamarina contained an unnatural R, R isomer (1,2-diacyl-sn-glycero-3-phospho-3'-sn-glycerol), giving 1.5%-7.1% in total PG. Stappia aggregata also contained a small amount of the R, R isomer (0.3%). The present study demonstrates that chiral phase HPLC provides direct and unambiguous information about the configuration of bacterial PG.
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