Digitization has a central role to play in the ever-changing educational landscape, with learning management systems (LMS) such as Moodle becoming increasingly important. The integration of user-centered design prototypes into such systems is a significant challenge, particularly due to technical limitations and the need to maintain a high level of usability. This paper discusses a methodologically based approach, developed on the basis of a research project, to effectively transfer design prototypes into a functional Moodle plugin. Technical and design challenges are addressed through iterative development and the continuous involvement of students. The results show the various challenges of integrating design prototypes into the LMS Moodle, especially when adapting cascading style sheets (CSS) styling and structuring modular templates. It is also shown that the handling of dynamic content and visualization problems are crucial factors for effective implementation. Based on these findings, best practices were developed that emphasize the adaptation of design prototypes to technical environments and proactive adaptation to dynamic content. These practices provide valuable guidelines for developing LMS plugins that are not only technically functional, but also useable and adapted to specific learning needs.