I am guessing that you want to be able to tell in Calibre which books you have in your Read collection on your Kindle. I don't know a direct way to do this, but I have a process I follow to make this happen fairly easily.
First I have 2 custom columns in Calibre. One called Read (a Yes\No field) and a Temp column. I use the Kindle Collections plugin to read in the collections from the Kindle. I import mine into the temp column in Calibre and have a saved search to show me just the ones that are in my Read collection. I can then Highlight them and then Bulk edit these to mark them as Yes in the Read column.