Abstract
The syntheses are described of 6-amino-6-deoxymaltose (2), the 6-amino-6-deoxy ( 4), 6′-amino-6′-deoxy ( 6), and 6″-amino-6″-deoxy ( 8) derivatives of maltotriose, and the methyl α- ( 10) and β-glycoside ( 12) and the 1-deoxy derivative ( 16) of 4. The Ki values (AM) of these competitive inhibitors of porcine pancreatic alpha-amylase were: 2, 88; 4, 1.9; 6, 2.0; 8, 175; 10, 360; 12, 9000; 16, 7600 (cf. 1800 for maltotriose and 3000 for methyl a-maltotrioside). The low values for 4 and 6 reflect reinforcement of the normal binding by ionic attraction and, possibly, interaction of the reducing end groups with the protein.
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