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This thesis aims to explore the relationship of information theory and literary criticism through analysis of Thomas Pynchon’s The Crying of Lot 49. It doesn’t only reflect uncertainty and indeterminacy of information that pervaded in the era of information and Postmodernism, but also interacts with scientific theories and suggests the possibility to overcome their limitations. Edipa Maas’s quest for the truth of Trystero, is to reveal some hidden meanings and give order to Pierce Inverarity’s inheritance. However, as her quest proceeds, she is overwhelmed by more and more information. According to Claude Shannon’s information theory, it is inevitable that noise increases in transmission. But he suggests that noise could be a source of information because the amount of information increases in proportion to degree of uncertainty. However, the problem of information theory is that Shannon ignores materiality of information by separating information from context and meaning for efficiency of transmission. Pynchon’s novel is fundamentally based on human lifeworld and concrete and physical experiences. Therefore, it can show Edipa’s potential as an informational subject to constitute information in relation to her environment.