Arsenal have been drawn against Spanish champions Barcelona in the last 16 of the Champions League, with the first leg at the Emirates.
Tottenham also face a difficult task after being paired against AC Milan, with the first game at the San Siro.
Manchester United face French side Marseille, while Chelsea have been draw against Danish outfit FC Copenhagen.
Holders Inter Milan face German side Bayern Munich in a repeat of last year's final.
Barcelona defeated Arsenal 2-1 in the 2006 final and won 6-3 on aggregate at the quarter-final stage of last season's competition.
The Spanish side won the second leg at the Nou Camp 4-1, with Argentine Lionel Messi scoring all of the goals.
"It is a tough draw for us," said Gunners secretary David Miles.
"But given that Barcelona got the better of us last year we feel that the time is right and that we can turn the tables this time.
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