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Delete and Page Down rotates items.
If you mean automatically, no, whenever you pick something up the game just puts it whereever there is room in the attache case except when you have no room, so let's say your entire attache case is filled and you pick up an item, the game will automatically pull up the attache case so you can either remove an item from your case, then put in the item you're trying to pick up or cancel in getting the item at all.
You never see it with him during cutscenes, and you never actually see it physically on normal gameplay.