Synthetic derivatives of N3-fumaroyl-L-2,3-diaminopropanoic acid inactivate glucosamine synthetase from Candida albicans.

摘要: Abstract Synthetic derivatives of N 3 - fumaroyl l -2,3- diaminopropanoic acid constitute the novel group glutamine analogs. They are powerful, competitive inhibitors glucosamine synthetase (2-amino-2-deoxy- d -glucose-6-phoshate ketol-isomerase (amino-transferring), EC 5.3.1.9) from Candida albicans with respect to and uncompetitive -fructose 6-phosphate. Some compounds tested irreversibly inactive Kinact values 10−4 10−6 M. The addition protects enzyme inactivation, while absence 6-phosphate lowers rate inactivation. An ordered, sequential mechanism is suggested for binding glutamine-binding site. A number act as active-site-directed, irreversible inhibitors. It that should be classified mechanism-based inactivators. Structural requirements an effective inactivator containing fumaroyl- -2,3-diaminopropanoic moiety discussed.