Munich, Germany (SportsNetwork.com) - Former champion Mikhail Youzhny dropped his opening match at the $590,000 BMW Open on Wednesday.
The third-seeded Russian received a bye into the second round and claimed a first set tiebreaker before Slovakian qualifier Martin Klizan rallied for a 6-7 (5-7), 6-2, 7-6 (7-2) victory.
Youzhny won this clay court tournament in 2010 and was the runner-up in 2007 and 2009.
Klizan will next face Uzbekistan's Denis Istomin, who also fought back from dropping a tiebreaker to beat Australian Marinko Matosevic 6-7 (6-8), 6-3, 7-5.
Istomin knocked out two-time champion Philipp Kohlschreiber on Tuesday.
German qualifier Jan-Lennard Struff also was a second-round winner, as he topped Ukrainian Sergiy Stakhovsky 6-3, 6-3.
Struff's next opponent will either be Austrian Jurgen Melzer or Lithuanian lucky loser Ricardas Berankis. Melzer and Berankis were tied 2-2 in the third set when play was suspended due to darkness.
This week's champion will earn $107,000.