The aim of this paper is to examine the negotiation and reconstruction of modern Korean texts focused on the Yun, Tchi Ho (1865~1945)`s journal during the time of enlightenment of Korea. Yoon, Tchi Ho was one of the first modern intellectuals who studied abroad (Japan, China, and United States) in modern Korea(the late period of Chosun Dynasty), and he was also modern Korean reformer. He left his intellectual and emotional traces in his sixty-year journals. The analysis of his journal would show transculturation which is constituted by deculturation and neoculturation: three strata of analysis -language, genre, and subjectivity -would prove the mutation of the paradigm of Chosun Dynasty to Republic of Korea. First of all, he wrote his journal in three languages -old Chinese (1883~1887), Korean (1887~1889), and English (1889~1943). These alterations of languages of the journal deals with the formation of his world view which was expanded by his foreign experiences. The English language, the ultimate language he chose, exhibits the desire of Yun, Tchi Ho who endeavored to be affiliated with Western civilization. I also found the alteration of genre in his journal; this alteration proves the process of transculturation of his thoughts. At the beginning, he wrote his journal in the manner of traditional Korean writing such as the ancient style of authentic record(實錄) and of presenting proposal to the king(上疏文), With the accept of the Western modernity, his journal was also influenced by modernistic style: after he achieved the modern space-time perspectives, his journals turned to be the form of editorial(論說) of journalism. These changes of genre in his journal exhibit the decultration and neoculturation. Finally, the alteration of language and genre are in connection to the subjectivity; western modernity brought about the negotiation and reconstruction of subjectivity of eastern intellectual. Yun`s theoretical Confucian subjectivity of Chosun Dynasty was altered to the practical Christian subjectivity of Republic of Korea.