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Art Jimmerson, the professional boxer who infamously wore a single boxing glove in his sole appearance for the UFC back in 1993, has died at the age of 60. 

St. Louis, Missouri native Jimmerson’s entire mixed martial arts career spanned a little over two minutes in the first-ever UFC event in Denver, Colorado in November 1993 as he was submitted by eventual tournament winner Royce Gracie, who was also making his formal MMA debut at the event.

Jimmerson, who came into the fight with a 29-5 record in professional boxing, has become something of an iconic figures in the combat sports landscape ever since, notably due to the aforementioned single glove he wore in his bout with Brazilian icon Gracie — with the reasoning for the novel approach being that he intended to use one hand to keep Gracie at bay with his jab, and the other to fend off Gracie’s grappling attacks.

Despite the tactic being an utter failure, Jimmerson’s position in the sport’s history was enshrined ever since and he would later become the head boxing coach at the UFC Gym in Torrance, California.

“The UFC family sends its sincerest condolences to the family and friends of Art Jimmerson at this difficult time,” the UFC said in a Thursday statement. Jimmerson is understood to have passed away on Wednesday, with the news being confirmed by his family on Thursday.

He fought his last professional boxing contest in November 2002, and retired with a record of 33-18. Throughout his career, he would face celebrated world champions such as Jeff Harding, Dennis Andries, Orlin Norris, Vassiliy Jirov, and Arthur Williams.

Jimmerson is likely to be referenced by the UFC at this weekend’s fight card, which happens to be in his hometown of St. Louis.