A 24-hour manhunt in New Orleans has ended after police arrested a prisoner who is accused of fatally shooting a veteran police officer who was transporting him in a police vehicle on Saturday.

Daryle Holloway, 46, was behind the wheel of a police sport-utility vehicle en route to Orleans Parish Prison around 8 a.m. when he was shot by Travis Boys, 33, police said.

After the vehicle crashed into an electric light pole, Boys — who had been arrested on suspicion of aggravated battery and on outstanding warrants — fled the scene, police said. Holloway, a 22-year veteran of the New Orleans Police Department — died shortly after 9 a.m. at a hospital.

“This is a tragic and very sad day for our police department and for the city of New Orleans,” NOPD Superintendent Michael Harrison said. “Officer Holloway was a dedicated police officer who proudly served his community for more than 20 years and was a father of three. He will be deeply missed by all who knew him.”

Harrison said police believe Boys — who is double-jointed — was able to get his handcuffed hands from his back to the front before pulling out a gun and shooting Holloway. Harrison said that before the shooting, Boys had managed to move from the back seat to the front seat through a port opening in the caging that separates the front and back of the vehicle. It remains unclear, police said, how Boys obtained a gun, but investigators do not think he used the officer’s gun.

“Officer Holloway put up a fight to try to get the subject to not exit the vehicle, but succumbed to his injuries,” Harrison said.

Harrison said he visited with Holloway’s family.

“It was absolutely the hardest thing I’ve ever had to do in my life,” Harrison said, noting that the officer was a father of three.

He said regional and state law enforcement agencies, along with the U.S. Marshals Service, are assisting in the manhunt. Boys has a history of escape and pleaded guilty to separate escape and attempted escape charges in Jefferson Parish in 2005 and in 2000, according to the Times-Picayune.

“The last New Orleans Police Department officer killed in the line of duty was Officer Rodney Thomas on July 7, 2013,” according to the Associated Press. “More recently, a Housing Authority police officer, James Bennett Jr., 45, was found shot to death in his patrol car.”

A $10,000 reward is being offered for information leading to Boys’s arrest, police said.

“He will not get away with this,” Harrison said.

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