for historical evolution, see V. Used punningly for you by 1588 ["Love's Labour's Lost," V.i.60], not long after the pronunciation shift that made the vowel a homonym of the pronoun. As a simple shorthand (without intentional word-play), it is recorded from 1862. Common in business abbreviations since 1923 (such as U-Haul, attested from 1951).
The substitution of Middle English -o- for Old English -u- before -m-, -n-, or -r- was a French scribal habit before minims to avoid misreading the letters in the old style handwriting, which jammed them together. The practice transformed some, come, monk, tongue, worm.
updated on March 13, 2022