Some time ago - just a couple of years ago, I decided to get back to the roots and to listen some Iron Maiden. After a visit to the Brown Sector I made out with the full discography in FLAC but also I got a copy of Powerslave in AAC ripped from iTunes.
And all I can say what I really, really hear the difference.
Because iTunes version is mastered to sound good in iPods so it has a quite noticeable bass boost all over the album, which is extremely noticeable on my 2.0 acoustic which itself has a good bass boost, so this version sounds quite muffled compared to the FLAC version from the CD (CP32-5043).
But on the go, with my CX300-II / CX3.00 there is no noticeable difference.