Matthew 5:19

Whosoever therefore shall break one of these least commandments, and shall teach men so, he shall be called the least in the kingdom of heaven: but whosoever shall do and teach them, the same shall be called great in the kingdom of heaven.
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John Chrysostom

AD 407
And that for two reasons. First, that by these words He might admonish His disciples, that as He fulfilled the Law, so they should strive to fulfil it.Secondly, because the Jews would falsely accuse them as subverting the Law, therefore he answers the calumny beforehand, but in such a manner as that He should not be thought to come simply to preach the Law as the Prophets had done. Hom. 16: Christ then fulfilled the Prophets by accomplishing what was therein foretold concerning Himself - and the Law, first, by transgressing none of its precepts; secondly, by justifying by faith, which the Law could not do by the letter. But since all things which should befall from the very beginning of the world to the end of it, were in type and figure foreshewn in the Law, that God may not be thought to be ignorant of any of those things that take place, He therefore here declares, that heaven and earth should not pass till all things thus foreshewn in the Law should have their actual accomplishment. If even an honourable man blushes to be found in a falsehood, and a wise manlets not fall empty any word he has once spoken, how could it be that the words of heaven should fall to the ground empty? Hence He concludes, “Whoso shall break the least of these commandments” And, I suppose, the Lord goeson to reply Himself to the question, Which are the least commandments? Namely, these which I am now about to speak. He speaks not this of the old laws, but of those which He was now going to enact, of which he says, “the least,” though they were all great. For as He sooft spoke humbly of Himself, so does He now speak humbly of His precepts. Otherwise; the precepts of Moses are easy to obey; “Thou shalt not kill. Thoushalt not commit adultery.” The very greatness of the crime is a check upon the desire of committing it; therefore the reward of observance is small, the sin of transgression great. Or, when you hear the words, “least in the kingdom of heaven,” imagine nothing less than the punishment of hell. For He oft uses the word ‘kingdom,’ not only of the joys of heaven, but of the time of the resurrection, and of the terrible coming of Christ.
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Knowing this first, that no prophecy of the scripture is of any private interpretation - 2 Peter 1:20

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