Data interoperability allows data exchanges among Information Systems, their subsystems and their environment. The multiplicity of these exchanges and the increasing amount of exchanged data can generate dysfunctions with negative impact on the overall performance of the communicating systems. Data interoperability should therefore be continuously assessed and improved. We summarize in this paper a work in progress where we provide an assessment of data interoperability, we exploit services provided by a messaging based middleware, in order to collect information about IS interactions allowing to assess their level of data interoperability. We propose a Messaging Metamodel that aggregates the collected information. The latter supplies a set of indicators, presented through queries and visualizations, that are confronted with interoperability requirements allowing us to detect interoperability problems and provide their potential causes. We also discuss current and future research work, where we consider the process of establishing data exchange systems, from design to maintenance, with the aim of enhancing the reliability and resilience of data interoperability.