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Fiorentina and Como go head-to-head for the opportunity to play Napoli in the Coppa Italia quarter-finals.
It kicks off at the Stadio Artemio Franchi at 20.00 GMT (21.00 CET).
This is the last of the Round of 16 ties, and is a one-off game to be decided after 90 minutes, or go directly to a penalty shoot-out.
When these sides met in Serie A back in September, Como emerged 2-1 winners in this arena.
Catherine and Joseph Commisso are expected to be in the stands after the special mass for President Rocco Commisso in Florence.
Fiorentina had revitalised their fortunes in recent weeks, going unbeaten for four rounds, but that ended with a 2-1 home defeat to Cagliari on Saturday.
Moise Kean, Fabiano Parisi and Tariq Lamptey are out injured, while Hans Nicolussi Caviglia is on the verge of a move to Parma.
Amid squad rotation, coach Paolo Vanoli gives the senior debut to Venezuelan left-back Luis Balbo, along with January buys Jack Harrison, Giovanni Fabbian, Jacopo Fazzini and Marco Brescianini.
As for Como, they are challenging for a place in Europe via Serie A and see the Coppa Italia as a genuine chance for silverware.
Cesc Fabregas is fresh off a 6-0 thrashing of Torino and has plenty of options for squad rotation.
Maxence Caqueret and Sergi Roberto step into the starting XI, while Alvaro Morata and Jayden Addai are back in the group after injuries.
The winners will go on to play Napoli in the quarter-final of the Coppa Italia.
Fiorentina: Christensen; Fortini, Comuzzo, Ranieri, Balbo; Ndour, Brescianini; Harrison, Fabbian, Fazzini; Piccoli
Como: Butez; Van Der Brempt, Diego Carlos, Ramon, Moreno; Da Cunha, Caqueret; Kuhn, Sergi Roberto, Jesus Rodriguez; Douvikas
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