Mycoplasma fermentans is thought to be a pathogen of rheumatoid arthritis or a cofactor of AIDS (acquired immunodeficiency syndrome). To elucidate the possible involvement of membrane constituents in the pathogenesis of these diseases, we studied its lipid components. Several alkali labile glycophospholipids were detected and named glycoglycerophospholipids (GGPLs). Previously, we purified and determined the structure of one of them as 6'-O-phosphocholine-α-glucopyranosyl-(1'-3)-1,2-diacyl-sn-glycerol (GGPL-I). The present paper describes the purification and structural characterization of GGPL-III, the major GGPL of M. fermentans using 1H-, 13C- and 31P-nuclear magnetic resonance spectroscopy, and mass-spectroscopy as 1"-phosphocholine,2"-amino dihydroxypropane-3"-phospho-6'-α-glucopyranosyl-(1'-3)-1,2-dia cyl-glycerol.

NMR, mass spectrometry, Phosphocholine, glycolipid, phospholipid, Mycoplasma fermentans

13C NMR data:
missing...
1H NMR data:
Linkage	Residue	H1	H2	H3	H4	H5	H6
1,2	lXPam
1,3,6,0,3,0	xXCho	4.081	3.538	3.140
1,3,6,0,3	P
1,3,6,0	x?GroN	3.559-3.627	2.908	3.501-3.635
1,3,6	P
1,3	aDGlcp	4.642	3.227	3.37	3.39	3.32	3.632-4.006
1	x?Gro	4.135-4.139	5.112	3.514-3.679
	lXPam

There is only one chemically distinct structure:

SVGMWSMILES3D molIonize

 

CCCCCCCCCCCCCCCC(=O)OCC(CO[C@H]1O[C@H](COP(=O)(O)OCC(N)COP(=O)(O)OCC[N+](C)(C)C)[C@@H](O)[C@H](O)[C@H]1O)OC(=O)CCCCCCCCCCCCCCC

1050.276 g/mol (C₄₉H₉₉N₂O₁₇P₂⁺)