The last I researched it (within a couple of weeks), Cometic recommends a head gasket right at or very near (slightly larger) than the size of the bore in a high performance/racing application. But the 4.41 inch bore leaves a gap of .0175, or .445 millimeters on the edge of the cylinder back to the gasket. IIRC, they also stated that anything less than .020 is acceptable for a strictly racing engine. You didn't state what thickness you're going to run, but comparing the two on a .040 thick gasket by the website, you're only looking at .136cc of volume difference between the two, or probably a couple of hundredths of a point in compression. But what pistons and heads are you using? Is it positive or negative deck? If it were me with the 4-3/8 bore size I would be inclined to play it safe and go with the larger of the two given bore sizes unless the pistons were under deck by at least .015.
