Let's make it simple
First if you go beyond the transition level...just speek about FL..
Second, if the sector of this tma is up to fl085, it means that this level is under the control of this atc..
thirds, Yes you have to contact him before entering and asking for a crossing clearance
When talking about fl 085 ,8499 feets doesn't exist, this according with your latest clearance to climb and maintain fl 085..
is this clear