OK, (still) working on Owen Swift, I came across this fight:
1820 Feb. 29. [Belasco and Sampson], with gloves, 9 rounds. Martin's-street.
MoQ was, what?, 1860 or so? This is the first fight Swift records that he notes "with gloves" and the fights, he implies at least, are all sanctioned. So, is this the first Sanctioned gloved match?
Peace favor your sword,