Itachi was born into the Uchiha clan and was praised by all as the best of his generation; a genius above all others. Even by the standards of the battle-adept Uchiha clan, Itachi's prowess far outshone them. However, not even his family, friends, or teachers could understand him. When he was only four, Itachi had already witnessed countless lives lost due to the Third Shinobi World War, which emotionally traumatized him and turned him into a pacifist. At age 7, he graduated from the Ninja Academy at the top of his class after only one year, mastered the Sharingan at age eight, passed the Chūnin Exams at age 10, and became an ANBU Captain at age 13.
He was praised highly by his father, who saw the family's future in Itachi, hence neglecting his youngest son, Sasuke. However, during this time Itachi showed great affection towards his little brother and even encouraged his father to come to the Academy enrollment ceremony for Sasuke, something their father had otherwise forgotten, by saying that he would not go to an important mission that would establish Itachi a place in the ANBU ranks, otherwise.
When the Uchiha began planning to overthrow Konoha, Itachi, as an ANBU, was tasked with spying on the village. Knowing that a coup d’état would only lead to another Ninja War; Itachi began spying on the Uchiha instead, passing on information to the Third Hokage and the other Konoha elders. During this time he began to act strangely, not attending the clan meetings, speaking out against the clan, and becoming the prime suspect for the murder of his best friend, Shisui Uchiha. Due to this the clan lost hope in Itachi and his father began shifting his focus to Sasuke instead. Meanwhile, the Third's attempts to negotiate a bloodless end to hostilities between the two parties were proving ineffective so, against the Third's wishes, Danzō Shimura and the Konoha Council ordered Itachi to wipe out the Uchiha clan.
After the Invasion of Konoha and the death of the Third Hokage, Itachi and Kisame infiltrated the Konoha to find Naruto Uzumaki, the container of the Nine-Tailed Demon Fox. Before searching for Naruto, the two quickly stopped for tea after a suggestion from Kisame. While there, however, their uncommon clothes drew the attention of Kakashi Hatake, who had Asuma Sarutobi and Kurenai Yūhi follow them. Itachi and Kisame nearly managed to escape the village, before Asuma and Kurenai managed to catch up with them in time.
When the two revealed their identities, Itachi and Kisame were quick to battle Asuma and Kurenai after they refused to leave. Despite their high ranks of jōnin, Asuma and Kurenai stood little chance against the two Akatsuki members. However, the arrival of Kakashi managed to keep Asuma and Kurenai from receiving any major injuries. After a short skirmish with Kakashi, Itachi activated his Mangekyō Sharingan and used Tsukuyomi to attack Kakashi's mind and spirit, which afterwards left the latter confined to bed for several days. After Kakashi revealed he had knowledge of Akatsuki, Itachi ordered Kisame to kidnap Kakashi and to kill Asuma and Kurenai. However, Might Guy then showed up, revealing that he had already told the ANBU about the two Akatsuki members' presence. Itachi and Kisame retreated, saying that they didn't want to start a war.
Itachi and Kisame tracked Naruto to a hotel where he was staying with Jiraiya at the time. Uninterested in provoking a Sannin, Itachi used a genjutsu on a pretty woman to draw Jiraiya away from Naruto. Taking the chance, Itachi and Kisame confronted Naruto, although, at the very same moment, Sasuke arrived to seek vengeance on his brother. Itachi handled his brother with ease while Kisame and Naruto watched, although Jiraiya arrived in time to save the two boys, having not fallen for the hypnotized woman's charm as he knew that pretty women did not usually show interest in him.
Jiraiya immediately asked Itachi and Kisame if their real goal was kidnapping Naruto. They confirmed this and Itachi understood that Jiraiya was the one who had told Kakashi about Akatsuki. Although Jiraiya wished to fight them himself and prevent others from getting hurt, he honoured Sasuke's feelings, and allowed him to fight Itachi instead. Itachi, however, only proved Jiraiya wrong in letting Sasuke fight by using his Mangekyō Sharingan on his younger brother, thus reaffirming his need to get stronger. Jiraiya saved Sasuke in time by using the Summoning: Toad Mouth Bind, which transformed the entire hotel hallway into a toad's œsophagus to trap Itachi and Kisame. Despite Jiraiya's claim that no-one had escaped this technique before, the two Akatsuki partners managed to evade capture and death using Itachi's Amaterasu, which left him exhausted.
Although he was actually supposed to capture Naruto, Itachi's only reason for returning to Konoha after the death of the Third Hokage was to remind Danzō and the other two village elders that he was still alive and not to harm his younger brother.
While Akatsuki was sealing the One-Tailed Shukaku, they discovered that Team 7 and Chiyo were en-route to their location. Itachi volunteered to distract them, so Pain used the Shapeshifting Technique on Yūra to create a body-double for Itachi. The lookalike, under Itachi's control, engaged the Konoha ninja. He was impressed by Naruto and Kakashi's improvements in strength but, because the clone had only a portion of his ordinary strength, it was killed by Naruto's Great Ball Rasengan. Nevertheless, he was able to buy enough time.
As Sasuke was defeating Orochimaru, Itachi sensed something odd. Kisame asked him what was wrong, to which Itachi replied, "No, it's nothing." Following Kisame's capture of the Four-Tailed Monkey, Itachi and Kisame met with the rest of Akatsuki. There, they discovered that Sasuke, after being trained by Orochimaru for two and a half years, had killed his teacher. Sometime after the Four Tails was sealed, Zetsu informed them that Sasuke had been killed by Deidara's C0. Kisame asked Itachi if he was upset that Sasuke's death had left him as the only Uchiha because in the rain he looked as if he were crying. However, Itachi remarked that Sasuke wasn't dead, and alluded to the fact that there was still another Uchiha regardless.
Knowing that his end was near, one of Itachi's shadow clones confronted Naruto, who was looking for Sasuke. Although he claimed he wished only to talk, Itachi was forced to defend himself against Naruto's attacks. After fending off Naruto, Itachi asked why he showed so much interest in Sasuke, a traitor to Konoha. Naruto replied that he was more of a brother to Sasuke than Itachi had ever been, and that he would do whatever it took to bring Sasuke home. This caused Itachi to give a small smile, followed up by asking if he would always feel that way, even if Sasuke attacked Konoha. Naruto replied only that, if that happened, he would stop Sasuke without killing him and protect the village. Content with this answer, Itachi gave some of his power to Naruto, by forcing him to swallow one of his crows, and hoped he would never have to use it.
After his business with Naruto was done, another of Itachi's shadow clones went to meet with Sasuke. Sasuke exhibited a dramatic improvement in his abilities during their confrontation, so Itachi agreed to have their final battle at the Abandoned Uchiha Stronghold. He waited there for Sasuke's arrival, instructing Kisame to not let the other members of Sasuke's team interfere with their combat. Itachi and Sasuke met face-to-face and, while exchanging genjutsu, had a conversation about the Uchiha, Madara, and Itachi's "true" motives of wanting to take Sasuke's eyes. When Sasuke managed to escape Itachi's Tsukuyomi, the genjutsu battle ended and the ninjutsu battle began.
Itachi used Amaterasu, but Sasuke shielded himself by shedding his skin, a technique he was able to use due to Orochimaru being sealed within him. Using the shed skin as a decoy, Sasuke went below and fired a Fire Release: Great Dragon Fire Technique at Itachi's direction above although he only managed to burn away one of Itachi's sleeves. Out of chakra, he told Itachi about his final jutsu that, like Amaterasu, is impossible to avoid. Sasuke then used his trump card, on Itachi, who got his Akatsuki cloak burned off as a result.[13] Itachi faces Orochimaru's Eight Branches Technique.
However, Itachi managed to survive by using Susanoo to defend himself. With Kirin having expended all of Sasuke's chakra, Orochimaru was able to break free and violently appeared through his Eight Branches Technique. However, Itachi was easily able to cut off the seven snake heads, leaving only one behind whose mouth Orochimaru appeared out of and thanked Itachi for pushing Sasuke so far, in the process setting him free and allowing him to take control of Sasuke's body. Itachi, however, stabbed Orochimaru with the Totsuka sword to seal him away with Susanoo, thereby removing the cursed seal from Sasuke's body. Itachi's last smile to his little brother, Sasuke.
As Itachi began to weaken, thus weakening Susanoo, Sasuke saw an opportunity to strike, but in vain, as Susanoo was still able to protect Itachi. His last option gone, Sasuke was pushed against a wall and left helpless as Itachi walked up close to him and seemed to be reaching for Sasuke's eyes. However, he instead poked Sasuke's forehead and smiled before saying, "Forgive me Sasuke... ...It ends with this."; this was a reference to Itachi constantly poking Sasuke on the head when they were younger. With that act, Itachi finally gave in to his fatal illness, which he had been using medication and sheer willpower to fend off, and died.
He is later resummoned along with many other powerful ninja as Madara and Kabuto head out for war. When given orders to set out, he moved in the same direction as Kakuzu, with the latter carrying Nagato on his back.
Madara collected Sasuke, tended to his wounds, and tried to befriend him when he awoke. When he removed his mask while doing the latter, Sasuke reflexively used Amaterasu on him. After quelling the flames, Madara explained that the Amaterasu had been inserted in Sasuke by Itachi, intended to protect him from Madara and whatever he might say. Sasuke was perplexed, so Madara went onto detail the history of the Uchiha clan, and the truth behind Itachi's life. Towards the end of his story, he explained that Itachi had been dying of disease, but had kept himself going with medicine so that he could die by Sasuke's hands, stating that if Itachi had battled with all his strength they wouldn't be having that conversation. He also stated that Itachi had pushed Sasuke to his limits during their battle to draw out Orochimaru, so that he could remove the latter's influence from his beloved little brother.
Sasuke was unwilling to believe the story. Madara persisted, saying that Itachi had entrusted the Uchiha name to Sasuke, hoping he would rebuild the clan on a new foundation of honor and nobility. For the sake of Konoha, and for Sasuke, he had been willing to die as a traitor and criminal. He had traded honor for disgrace and Sasuke's love for his hatred, and even then he had died smiling. Finally accepting the truth, Sasuke was crushed to find that the brother he had hated had actually been looking out for him all along. Upon realizing the truth, he awakened his Mangekyō Sharingan and resolved to take vengeance against Konoha for the massacre of his clan and the fate they placed on his brother, regardless of Itachi's attachment to the village. He also agreed to start working with Madara and, as a result, is classified as an international criminal, something Itachi had tried to prevent by sacrificing everything he had, but even that had not been enough to deter Sasuke.
Sasuke initially refused to transplant Itachi's eyes into his own sockets, due to the two of them having completely different visions of the future. However, after his reckless overuse of his own Mangekyō Sharingan from battling Killer Bee, A, Danzō Shimura and Team 7, Sasuke's eyesight had greatly deteriorated. As such, he decided to abandon his refusal, and take Itachi's eyes to use them to destroy Naruto at full power. The transplant was then commenced by Madara, and Sasuke felt Itachi's power flowing through him.
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