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Preparation and characterization of glucosylated aminoglycerophospholipids
Author(s) -
Ravandi A.,
Kuksis A.,
Myher J. J.
Publication year - 1995
Publication title -
lipids
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.601
H-Index - 120
eISSN - 1558-9307
pISSN - 0024-4201
DOI - 10.1007/bf02537478
Subject(s) - chemistry , ethanolamine , phosphatidylethanolamine , chromatography , sodium cyanoborohydride , electrospray ionization , mass spectrometry , serine , lysophosphatidylethanolamine , biochemistry , organic chemistry , phosphatidylcholine , membrane , phospholipid , enzyme
Natural aminophospholipids were isolated from egg yolk and from human red blood cells. Glucosylated ethanolamine and serine phosphatides were prepared by exposing synthetic and natural aminophospholipids to glucose for 3–18 h at pH 7.4. The glucosylation products were resolved from parent phospholipids by normal‐phase high‐performance liquid chromatography and were identified by on‐line mass spectrometry with an electrospray interface. The soft ionization method allowed us to detect the glucosylation products as molecular ions of the Schiff bases. The Schiff bases could be stabilized by sodium cyanoborohydride reduction. The molecular species of the ethanolamine and serine phosphatides reacted in proportion to their molar concentration in the mixtures. The yields of the glucosylation products varied with time of reaction and the concentration of glucose in the medium. At 50 mM glucose and 0.6 mg/mL phosphatidylethanolamine, 20% of the aminophospholipid was glycated in 18 h at 37°C.

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