Wake-on-Lan through VPN

Hi,

I was trying to set up ssh access to the desktop I have in my office and I did this by allowing for only ssh keys and disabling password access. What works? If I leave the desktop on before leaving, then I can use my office vpn to coect from anywhere with no issues. However, I can't tu the desktop on through the VPN. At the same time, when within my office network (say, using wifi), I can use wake-on-lan without any issues and then ssh into the desktop using my laptop. So, it seems as if the VPN is interfering with wake-on-lan (I'm using powerwake) but I'm not sure why or how. Any suggestions would be welcome. Thanks!