Not sure DI uses the same principle but on my mustang: NA motor you see 40 PSI of fuel pressure at idle, and try to hold 40 while pulling vacuum. At 0 vacuum you see ~ 60PSI (40 PSI + Vacuum). Add boost and you need even more PSI to push the fuel.
So in this case, assuming the same basic principle, lower boost on the 87 tune, means it has less resistance, up the boost, more resistance, pump cant maintain the pressure.
BUt again, I am not a DI guru, just seems logical to me.