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The proposed web-based knowledge assessment is based on flexible educational model and allows to implement adaptive control of learning process as well as to implement knowledge testing environment according to the requirements of student's knowledge level, his personal abilities and subject learning history. The learner knowledge model can be constructed as a subgraph of the global knowledge domain graph. The paper presents the architecture of student self-evaluation and on-line assessment system TestTool. The system is explored as an assessment engine capable to support and improve the individualized intelligent self-instructional mode of learning, grounded on the Grid distributed service architecture.