Uh, I never said Itachi is capable of turning your worst fears against you.

Orochimaru's wanted every jutsu from who knows how long. This is why he was experimenting on making his Immortality technique. I'm sure everyone in the Akatsuki knows Orochimaru wants to possess the knowledge to enact every skill of every level, including Itachi - whose eyes Orochimaru wanted.

Since this is common knowledge of his goals, Itachi could use common sense to simply show the opposite - him losing all of them, rather than gaining all of them.