The thesis deals with Worth Centered Design (WCD) introduced by Gilbert Cockton. The author also introduced a framework aimed to support the WCD operationalization. However, this framework has been operationalized only partially until now and by Gilbert Cockton himself. The thesis relates our WCD experience with Cocoon, a mobile and context-aware information system. The thesis contributions are both conceptual and methodological. From a conceptual point of view, we introduce the PIPE (Personal, Impersonal, Perennial, Ephemeral) taxonomy for information characterization and show that existing systems only partially covers the PIPE information space: they focus on impersonal information. This notice motivated us to propose the life tree concept and Cocoon. From a methodological point of view, we offer a feedback to the community on an interesting concept method as well as recommendations for more efficient operationalizations. In addition, we introduce a framework for worth maps construction and a strategy for worth assessment.