PMID- 2139661
OWN - NLM
STAT- MEDLINE
DCOM- 19900604
LR  - 20210210
IS  - 0021-9258 (Print)
IS  - 0021-9258 (Linking)
VI  - 265
IP  - 13
DP  - 1990 May 5
TI  - Structures of the glycoinositolphospholipids from Leishmania major. A family of 
      novel galactofuranose-containing glycolipids.
PG  - 7385-94
AB  - Structures of the major glycolipids isolated from the protozoan parasite 
      Leishmania major (strains V121 and LRC-L119), were elucidated by fast atom 
      bombardment-mass spectrometry, two-dimensional proton NMR, methylation analysis, 
      exoglycosidase digestions and mild acid hydrolysis. These glycolipids belong to a 
      family of glycoinositolphospholipids (GIPLs), which contain 4-6 saccharide 
      residues linked to alkylacylphosphatidylinositol (alkylacyl-PI) or lyso alkyl-PI. 
      The general structure of the elucidated GIPLs can be expressed as follows: 
      R-3Galf(alpha 1-3)Manp(alpha 1-3)Manp(alpha 1-4)GlcNp(alpha 1-6) alkylacyl-PI or 
      lyso alkyl-PI where R = OH for GIPL-1; R = Galp(alpha 1- for GIPL-2; R = 
      Galp(alpha 1-6)Galp (alpha 1- for GIPL-3 and R = Galp(alpha 1-3)Galf(alpha 1- for 
      GIPL-A. The alkylacyl-PI lipid moieties are unusual in containing predominantly 
      18:0, 22:0, 24:0, or 26:0 alkyl chains and 12:0, 14:0, or 16:0 acyl chains. 
      Remodeling of the lipid moieties may occur based on the finding that 1) lyso 
      derivatives account for approximately 35% of the GIPL-3 fraction in strain V121 
      and 2) there is an increase in the proportion of 24:0 and 26:0 alkyl chains with 
      elongation of the carbohydrate chain. Together with the elucidated structures, 
      these properties are consistent with some of the GIPLs having a role as 
      biosynthetic precursors to the major cell surface glycoconjugate, 
      lipophosphoglycan. In particular, the saccharide sequences of GIPL-3, 
      lyso-GIPL-3, and the glycan core of lipophosphoglycan (Turco, S. J., Orlandi, P. 
      A., Homans, S. W., Ferguson, M. A. J., Dwek, R. A., and Rademacher, T. W. (1989) 
      J. Biol. Chem. 264, 6711-6715) are identical. Finally, immunostaining of thin 
      layer chromatograms with antibodies from patients with cutaneous leishmaniasis 
      suggests that the major GIPLs are highly immunogenic and that the elevated 
      anti-Gal antibodies, commonly seen in leishmaniasis patients, may be directed 
      against terminal Galp(alpha 1-3)Galf residues.
FAU - McConville, M J
AU  - McConville MJ
AD  - Walter and Eliza Hall Institute of Medical Research, Royal Melbourne Hospital, 
      Victoria, Australia.
FAU - Homans, S W
AU  - Homans SW
FAU - Thomas-Oates, J E
AU  - Thomas-Oates JE
FAU - Dell, A
AU  - Dell A
FAU - Bacic, A
AU  - Bacic A
LA  - eng
GR  - Wellcome Trust/United Kingdom
PT  - Journal Article
PT  - Research Support, Non-U.S. Gov't
PL  - United States
TA  - J Biol Chem
JT  - The Journal of biological chemistry
JID - 2985121R
RN  - 0 (Glycolipids)
RN  - 0 (Glycosylphosphatidylinositols)
RN  - 0 (Phosphatidylinositols)
SB  - IM
MH  - Animals
MH  - Carbohydrate Conformation
MH  - Carbohydrate Sequence
MH  - Chromatography, Liquid
MH  - Glycolipids/*isolation & purification
MH  - Glycosylphosphatidylinositols
MH  - Hydrolysis
MH  - Leishmania tropica/*analysis
MH  - Mass Spectrometry
MH  - Methylation
MH  - Molecular Sequence Data
MH  - Phosphatidylinositols/*isolation & purification
EDAT- 1990/05/05 00:00
MHDA- 1990/05/05 00:01
CRDT- 1990/05/05 00:00
PHST- 1990/05/05 00:00 [pubmed]
PHST- 1990/05/05 00:01 [medline]
PHST- 1990/05/05 00:00 [entrez]
AID - S0021-9258(19)39125-2 [pii]
PST - ppublish
SO  - J Biol Chem. 1990 May 5;265(13):7385-94.