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Before that happened, however, Shin died of an unnamed illness and Sai's Root training suppressed most of the memories he had of him.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.
After much mental conditioning and training while in Root, Sai had suppressed almost all of his emotions, laying all of his loyalty to whoever commands him, and thus making it easier for him to accomplish dangerous, unpleasant, or unethical missions.
Sai was orphaned as a child and recruited into Root, a secret branch of the Anbu under the leadership of Danzō Shimura.
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.
After spending more time with Team Kakashi, Sai comes to appreciate bonds, particularly the bond that exists between Naruto Uzumaki and Sasuke Uchiha, though Sai would come to have his doubts about Sasuke when he began to commit crimes on an international scale, which Naruto would suffer for.
This causes him to break out of his emotionless shell and start to remember the times he had with his own "brother", Shin.
Sai also displayed genuine sadness, shedding tears when his brother was freed from the technique and disappears.