Knowledge Management (KM) comprises of a variety of distinct technologies and techniques, relative to the uniform treatment of tangible and intangible resources. Attempts to extend the traditional single organizational resource-sharing scheme, confront various challenges, relative to the management of security and heterogeneity issues. In this paper we discuss the various security models, presenting potential limitations - as well as the advantages - relative to their support to extend the single-domain security management framework, to a resilient and robust distributed multi-domain Knowledge Management scheme. We present the architecture of a security enhanced prototype that supports decentralization, while it maintains the autonomic character of the participating domains. We also argue about the implementation dependent choices relative to the alleviation of the multifaceted problems that a collaborative Inter-organizational knowledge asset exchange framework arises.