Michelin recommends checking tire pressure prior to every flight. While that may not be practical, it is highly recommend you check your air pressure whenever there is a significant change in temperature.
A sudden drop in ground temperatures can significantly impact your tire pressures.
From the Michelin Aircraft Tire Care and Service Manual:
“Changes in ambient temperature will cause a corresponding change in inflation pressure (gauge pressure). A 3°C (5°F) decrease in temperature will result in a 1% decrease in inflation pressure. An increase in temperature will cause a corresponding increase in the inflation pressure. (Example: A temperature drop of 28°C (50°F) will result in a pressure loss of 10%.)”
I bought some tire caps with pressure sensors in them. The sensors transmit temp and pressure info to a small screen that plugs into the airplane’s 12V lighter socket. The unit provides an audible alarm when pressure drops below a pre-set value. It was around $40 and is a great alternative to checking tire pressure, especially if you have wheel pants.
Those are one solution. However, if they fail, they fail open and let all the air out of your tires. Thus, I cannot recommend them.