Mat 27:5 And he cast down the pieces of silver in the temple, and departed, and went and hanged himself.
The clause "... [He] went and hanged himself" takes one step further the progression of Matthew 16:24: "Then said Jesus unto his disciples, If any man will come after me, let him deny himself, and take up his cross, and follow me."
The cross is the implement upon which Jesus hanged himself.*
In following Jesus, Judas did not have to hang himself literally, but he hanged himself figuratively.
The cross for Judas was to hand Jesus over to those who would take him.
If Judas had refused to hand Jesus over, he would have gained the whole world, but he would have had to deny Jesus, who was in the process of laying down his life in accordance with the scriptures and the will of his Father.
In the words of Peter, "Men and brethren, this scripture must needs have been fulfilled, which the Holy Ghost by the mouth of David spake before concerning Judas, which was guide to them that took Jesus." Acts 1:16
As it is, Judas found his life in accordance with Matthew 16:25, "For whosoever will save his life shall lose it; and whosoever will lose his life for my sake shall find it."
* "Therefore doth my Father love me, because I lay down my life, that I might take it again. No man taketh it from me, but I lay it down of myself. I have power to lay it down, and I have power to take it again. This commandment have I received of my Father." John 10: 17,18
Act 1:18 Now this man purchased a field with the reward of iniquity; and falling headlong, he burst asunder in the midst, and all his bowels gushed out.
The clause "all his bowels gushed out" expresses by idiom the effect of the woe that Judas suffered. It refers to the release of emotions.
It is similar to our idiom, "He cried his heart out."
We readily understand that the heart did not come out literally, and also we should understand that the bowels of Judas did not gush out literally.
The clause "he burst asunder in the midst" indicates the suddenness and the intensity of the release of his emotions. It was as if a dam burst.
The phrase "falling headlong" indicates that he fell on his face. It is the position that Jesus assumed: "And he went a little farther, and fell on his face, and prayed, saying, O my Father, if it be possible, let this cup pass from me: nevertheless not as I will, but as thou wilt." Matthew 26:39
To better imagine the intensity of the anguish that Judas suffered, consider this announcement by Jesus, "The Son of man goeth as it is written of him; but woe unto that man by whom the Son of man is betrayed! it had been good for that man if he had not been born." Matthew 26:24
This announcement calls to mind Job, who suffered so hideously that he cursed the day of his birth.