Heather Watson was among three Britons beaten in the first round of qualifying for next week’s Australian Open.
The British number five lost 7-6 (7-4) 6-3 to Spain’s world number 145 Aliona Bolsova as she failed to reach the main draw for the first time since 2011.
Watson, 30, who reached the fourth round of Wimbledon last year, failed to qualify for a second straight Grand Slam after missing the US Open.
Compatriots Sonay Kartal and Paul Jubb also lost in Melbourne on Monday.
Kartal, 21, was beaten 6-4 3-6 6-1 by American Elizabeth Mandlik, while Paul Jubb, 23, was beaten 6-3 1-6 6-4 by Dalibor Svrcina of Republic Czech.
Qualifying continues on Tuesday (23:00 GMT Monday), with Britons Lily Miyazaki, Katie Swan, Jodie Burrage and Katie Boulter in action.
They are hoping to join Harriet Dart and Emma Raducanu as representatives of Great Britain in the women’s singles main draw, although 2021 US Open champion Raducanu still recovering from an ankle injury.
On the men’s side, Britons Liam Broady and Ryan Peniston will face Ecuadorian Emilio Gomez and Canadian Alexis Galarneau respectively on Tuesday.
The pair could join Cameron Norrie, Dan Evans, Kyle Edmund, Andy Murray and Jack Draper in the men’s singles main draw at the first Grand Slam of the year.