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Not quite the same thing, but I have noted in my favorite news/opinion site that hyperlinks seem to cause a problem when they run up against punctuation.
I think Bookerly is the default font on Kindle devices now, so it is certainly a font you want to work well. I generally make an effort to avoid italicizing punctuation unless it is actually part of the italicized phrase, but I can imagine cases where that would be impossible.
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