Galatasaray ended Manchester United's perfect start to this season's UEFA Champions League with a 1-0 victory in Group H in Istanbul.
Burak Yilmaz scored the only goal of the game at the Turk Telekom Arena when he headed in a corner in the 54th minute to take the hosts to the brink of qualification for the knockout stages
But with United already through to the second phase, this match allowed manager Sir Alex Ferguson to give several younger players some valuable European experience in front of some of the continent's most passionate fans.
Such United stars as England striker Wayne Rooney, top scorer Robin van Persie, Rio Ferdinand, Patrice Evra, Paul Scholes and Ryan Giggs stayed in Manchester.
By contrast, Tuesday saw Nick Powell, at 18 years and 242 days, become the second-youngest Englishman to feature for United in the Champions League. Meanwhile, Phil Jones made his first United appearance of the season and Powell his first start.
A first half of few chances saw United goalkeeper Anders Lindegaard make just the one save, turning away a curling Hamit Altintop shot.
But the match livened up considerably after the interval, with former Liverpool player Albert Riera testing Lindegaard from long range before the Dane did well to tip Felipe Melo's header over the bar.
But the ensuing corner saw Yilmaz find space on the edge of the six-yard box before steering in a header. The margin of defeat could have been worse for United, with Altintop's powerful long-range shot rattling the crossbar.
Ferguson tried to conjure an equaliser by introducing Ashley Young, Federico Macheda and Joshua King off the bench, but it made no difference to the result.