I have a Bianchi infinito CV (2015 or 2016) rim brake di2 ultegra and thinking about upgrading wheelset and switching to tubeless. Anybody know if this bike could handle Continental Grand Prix 5000 28mm? Was gonna get DT Swiss PR 1400 dicut.

Measure the distance between your brake calipers (front and rear) where the widest part of your tire currently sits. My 28s measure 10.1mm at their widest point.

I am running 25 mm gatorskins right now and have 4-5 mm per side of clearance between tire and frame.

The brake caliper maybe has 3-4 mm

The narrowest area for tire clearance is between the calipers. If you have a measure, check the distance between the calipers above the pads. If 10 mm will fit with at least 1 mm clearance on each side, you should be good.

I had the same bike and ran Continental GP 28mm. Sorry, I don’t get the tubeless craze. I run Cyclami TPU tubes on my current CV and couldn’t be happier. The CV is the ultimate (for me) endurance bike. Have fun!