Error when connecting to the RDSH with WebApps

I have a Server with RDGW, RDCB, RDWA. Then I have an other Server with RDSH installed. I published some Apps from the RDSH. When I logon now, I can see the WebApps on the Website.
If I start a WebApp, I get the connection Information:
Publisher: RDGW
Type: RemoteApp-Programm
Path: Calc
Name: Calculator
Remote Computer: RDSH name (is unknown for the client, But the RDGW knows this server from DNS)
Gatewayserver: RDGW
Then I get an Error:
Disconnected Remote App
All Certificates are trusted (I don't get any certificate error message).
---------------- 10.48.40.36 ------------------------------ 10.253.24.101 ----------
|Windows 7 |-----------------------| RDWA / RDGW /RDCB |------------------------| RDSH |
---------------- 10.57.27.42 ----------------------------- 10.253.24.100 ----------
The Network Adapter 10.253.24.100 is shared, so this can be accessed from the other adapter.

Yes. It's a public trusted CA. I have no Certificates warnings.
If I connect to the "internal" Address (10.253.24.100) then it works perfectly.
I shared the internal interface. But it seems, that I have to enable somthing else. How can I get more detailed logs?

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