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Identification by mass spectrometry of N-(1-deoxyhexitol-1yl)amino acids, reference compounds for the nonenzymic glycosylation of proteins

✍ Scribed by Donald J. Walton; Walter A. Szarek; David B. Maclean; Robert V. Gerard


Publisher
Elsevier Science
Year
1985
Tongue
English
Weight
510 KB
Volume
137
Category
Article
ISSN
0008-6215

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✦ Synopsis


Trimethylsilyl derivatives of synthetic N-(l-deoxy-D-glucitol-l-yl)-and N-(ldeoxy-D-mannitol-l-yl)amino acids have been examined by mass spectrometry and gas-liquid chromatography-mass spectrometry. Electron impact resulted in cleavage between C-l and C-2, and between the carbonyl carbon and a-carbon atom, to form ions that allow the amino acid portion of the molecule to be identified. Molecular weights were obtained from chemical-ionization spectra, with ammonia as the reagent gas. These methods are to be used for identifying the amino acid portion of N-(1-deoxyhexitol-1-yl)amino acids that are formed when N-(l-deoxy-Dfructose-1-yl) groups of nonenzymically glycosylated proteins are reduced with sodium borohydride and the product is hydrolyzed in the presence of acid.