In China, a mere copying and pasting of the regulative skeleton from the West aiming to enhance the quality of regulations would always invite criticism. With respect to the legal system of intellectual property rights protection, especially the digital copyright legal regime, it looks more like a paradoxical combination of the Western approach. Accomplished success has been achieved on the 'black letter' (doctrinalism) aspect. However, there has been little awareness of the comparison from the perspectives of cultural, social, and political context (contextualism) where the regulation develops. This article reviews why and to what extent the cultural context matters in regard to the interaction between technology and digital copyright regulations. This research will eventually come to a conclusion that in those developing countries, such as China, legal transplant could still need to be carefully selected and tailored to the socio-cultural and economic demands of that country.