Liverpool manager Roy Hodgson dispensed with the services of three of his fringe first-team players on transfer deadline day.
Emiliano Insua joined Galatasaray on loan for the rest of the season, Damien Plessis moved to Panathinaikos for an undisclosed fee and Nabil El Zhar sealed a loan switch to PAOK.
Argentina international Insua moved to Anfield from Boca Juniors three years ago. The 21-year-old, who was on the verge of joining Fiorentina earlier in the summer, has made 62 appearances for the club, scoring one goal.
Frenchman Plessis was signed by former boss Rafa Benitez from Lyon in the summer of 2007 but scored just one goal in eight appearances for the first team.
Finally, Morocco international El Zhar has been with gthe Reds for the last four years following his arrival from St Etienne in 2006 but has scored just one goal in five starts and 27 substitute appearances for the club.
Hodgson has been busy culling his squad since his arrival at Anfield with Alberto Aquilani, Yossi Benayoun, Diego Cavalieri, Philipp Degen, Javier Mascherano and Albert Riera also leaving Merseyside since the end of last season.