Police released video footage Friday night of three men wanted for questioning in a shootout that happened shortly before a NYPD officer was shot and killed Tuesday night in East Harlem.

Just before 9 p.m. that night, officers patrolling the roof of a housing complex on East 102 Street spotted people firing weapons at each other, according to authorities.

Officers responded and Tyrone Howard, who had fled on foot toward the FDR Drive, stopped to rob someone of a bicycle at gunpoint.

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When Officer Randolph Holder and another cop tried to cut him off at a pedestrian ramp, Howard allegedly put down the bike and fired one shot at them, striking Holder in the head.

Another officer returned fire, hitting Howard in the leg. Howard fled and was apprehended on the FDR Drive between 124th and 125th streets. 

Holder was taken to Harlem Hospital where he was pronounced dead. Howard has since been charged with first-degree murder in the officer's death.

Police are now looking to question three men in regard to the shootout on the grounds of the East River Housing Development before the officer's death. They were seen fleeing the area after the earlier shots were fired. 

Anyone with information in regards to this incident is asked to call the NYPD's Crime Stoppers Hotline at 800-577-TIPS. The public can also submit their tips by logging onto the Crime Stoppers Website at  or texting their tips to 274637(CRIMES) then enter TIP577.