Adam Yates surrendered the yellow jersey as pre-race favourite Primoz Roglic assumed control of the Tour de France on a thrilling stage nine to Laruns.
It was a Slovenian one-two as Roglic's good friend Tadej Pogacar beat the Jumbo-Visma rider on the line at the end of a ferocious 153km stage from Pau which found Yates' breaking point after four days in yellow.
The Bury rider lost touch with the main group of contenders on the Col de Marie Blanque as Roglic and Pogacar broke free on the final climb of the day along with defending champion Egan Bernal and Mikel Landa.
Up ahead, Marc Hirschi was looking to finish off a 90km solo ride with the stage win but he would be caught inside the final two kilometres. He recovered to contest the sprint but came in third.
That still proved significant as he denied fourth-placed Bernal bonus seconds on the line, leaving the Colombian 21 seconds down in second place overall. The French duo of Guillaume Martin and Romain Bardet are third and fourth at 28 and 30 seconds, respectively.
Yates finished in a group some 54 seconds after the leaders to send him tumbling down the general classification.
The Mitchelton-Scott rider came into the Tour focused on stage wins after illness hampered his preparations and, as he now finds himself down in eighth place, he will revert to that plan after today's rest day.
"I did my best," Yates said. "I knew coming into the race I wasn't 100 per cent. I gave everything I could to hang on. I think we can be pretty proud of what we did. We'll freshen up with the rest day and go after some stages."