Liverpool fell to a second straight defeat as Arne Slot's side saw their first Champions League trip of the season end in a 1-0 defeat to Galatasaray.
The reigning Premier League champions were looking for a response to Saturday's last-gasp 2-1 loss at Crystal Palace but wilted on an intense evening in Istanbul.
Victor Osimhen's first-half penalty after Dominik Szoboszlai was adjudged to have caught Baris Alper Yilmaz with a trailing arm proved the difference as Galatasaray triumphed at rocking Rams Park.
Cody Gakpo had seen an effort cleared off the line moments before the decisive spot-kick on an evening that saw Slot surprisingly decide to drop Mohamed Salah and Alexander Isak to the bench.
The Liverpool boss turned to the pair in the 62nd minute in a bid to shake-up his disjointed side shortly after losing Alisson Becker to an injury seemingly sustained when stopping Osimhen scoring a second.
Hugo Ekitike would also limp off as Liverpool failed to bounce back from their Selhurst Park setback, with a late penalty for a foul on Ibrahima Konate overturned after a VAR review.
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