Charlie Murphy, a comedian and older brother of fellow comedy specialist Eddie, has passed away at the age of 57. His manager broke the news on Wednesday morning after Murphy dies in a New York City hospital where he had been undergoing chemotherapy to battle leukemia.

Charlie was forever in the very large shadow of his brother Eddie for much of his career, but really broke out as a cast member of Dave Chappelle’s sketch comedy series Chappelle’s Show. His segments about Rick James and Prince, entitled “Charlie Murphy’s Real Hollywood Stories,” where some of the funniest and memorable skits from the show’s brief run.

Since the end of Chappelle’s Show, Murphy has been a regular on the stand-up comedy circuit, as well doing plenty of voice work for animated shows and video games. He also developed his own sketch comedy series for Crackle and appeared on 1000 Ways to Die and the TBS sitcom Are We There Yet?

Murphy leaves behind three children, and plenty of heartbroken friends, family members, and fans.