Abstract
A method has been studied for the determination of the position of the linkage of the 2-acetamido-2-deoxy- D-galactose and 2-acetamido-2-deoxy- D-glucose residues in oligosaccharides and glycoproteins that is based on the borohydride reduction of the reducing terminal residues to the corresponding alditol derivatives periodate oxidation, borohydride reduction, hydrolysis (eventually followed by borohydride reduction), separation of the fragments as per- O-(trimethylsilyl) or per- O-(trifluoroacetyl) derivatives, and identification of the fragments as derivatives of 2-acetamido-2-deoxyglycerol, 2-acetamido-2-deoxy- L-threitol, 2-acetamido-2-deoxy- L-arabinitol, 2-acetamido-2-deoxy- D-xylitol, 2-acetamido-2-deoxy- D-galactitol, and 2-acetamido-2-deoxy- D-glucitol by gas-liquid chromatography-mass spectrometry. New syntheses for the standard compounds 2-acetamido-2-deoxy- L-threitol and 2-acetamido-2-deoxy- D-xylitol are described.
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