© Peter Staples/ATP Tour

Denis Shapovalov and Rohan Bopanna advance in only 61 minutes on Wednesday at the MercedesCup in Stuttgart.

Shapovalov/Bopanna Upset Bryans In Stuttgart

All-time greats were going for their first Stuttgart title

Rohan Bopanna/Denis Shapovalov pulled off the upset of the day on Wednesday at the MercedesCup in Stuttgart. The Indian-Canadian pairing knocked out third seeds Bob Bryan/Mike Bryan 6-4, 3-6, 10-6 to make the quarter-finals of the ATP 250 event.

The Bryans, who have won 118 doubles titles across 35 different tournaments, were seeking their first MercedesCup title. Bopanna/Shapovalov will next face French wild cards Lucas Pouille/Jo-Wilfried Tsonga.

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In other action, top seeds John Peers/Bruno Soares advanced in straight sets against Denys Molchanov/Artem Sitak 6-3, 7-6(5) to make the semi-finals. Brits Luke Bambridge/Jonny O'Mara also advanced, beating the Italian-Hungarian pairing of Matteo Berrettini/Marton Fucsovics 3-6, 6-3, 10-3. The Brits will next face Aussies Nick Kyrgios/Matt Reid.

At the Libema Open, in the lone doubles match of the day, fourth seeds Rajeev Ram/Joe Salisbury beat Dutchmen Sander Arends/Matwe Middelkoop 5-7, 7-6(4), 10-5 and will next meet Alex de Minaur/David Vega Hernandez.