Before dying, Shin told his brother that he had to suppress his feelings, and to live for the both of them. In the anime, Sai and Shin were forced to fight by Danzō but Shin, knowing that he was dying anyway, told Sai to report to Danzō that he had killed him in battle.
Before that happened, however, Shin died of an unnamed illness and Sai's Root training suppressed most of the memories he had of him.
Unfortunately, the final step in Root training called for the two to fight to the death to eradicate all remaining emotions. Over time, Sai came to think of Shin as an older brother and looked up to him. When Shin, an older Root member, discovered Sai's drawing ability, he encouraged Sai's talent and they became very close. Though largely successful in this regard, Sai retained an interest in art. There, he was raised and conditioned to have no personality, personal connections, or a name "Sai" being given to him for the purposes of joining Team Kakashi. Sai was orphaned as a child and recruited into Root, a secret branch of the Anbu under the leadership of Danzō Shimura.
5.12 Fourth Shinobi World War: Confrontation.5.1 Tenchi Bridge Reconnaissance Mission.When he is added to Team Kakashi as a replacement for the rogue Sasuke Uchiha, Sai begins to learn more about people's feelings and tries to develop his personality and identity by forming genuine bonds and rediscovering the emotions he was taught to suppress. As per standard Root training, Sai was conditioned to remove all emotions and as such, had difficulty connecting with others. Sai Yamanaka ( 山中サイ, Yamanaka Sai) is the Anbu Chief of Konohagakure's Yamanaka clan. Sealing Technique: Tiger Vision Staring Bullet.Mental Resistance Technique (Anime only).Earth Release: Hiding Like a Mole Technique.Naruto Shippūden: Gekitō Ninja Taisen! EX 2
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