PDF file corrupted send from application server to external users using Microsoft Exchange Server 2010


We have an in-house application that is generating email with attachment. This email is relayed through our Exchange 2010 to two mailboxes. One mailbox is located on this exchange server, 2nd mailbox is located at the customer place. Email is received correctly in the first mailbox (our relay server), but the customer receives corrupted attachment. But, when we forward the same email from our mailbox then the customer receives perfectly good copy.

Any idea where to look and what to change? I'm currently out of ideas. It seems like exchange relay does something with the message encoding and not all clients are able to work with it correctly.
Panda 5888EngineerAsked:
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Simon Butler (Sembee)Connect With a Mentor ConsultantCommented:
Primary cause of this is AV software scanning something it shouldn't be. Therefore I would start by checking the AV exclusions are correct. I have also seen firewalls do something similar.

Both messages will pass through the same transport system, so if you are receiving the attachment fine in your Exchange mailbox then it should be fine for external users. Everything goes through SMTP transport in Exchange.

Is the problem only occurring to a specific recipient?

Panda 5888EngineerAuthor Commented:
Thanks Simon.

Yes, the problem occur only specific recipient.

We did try send to Yahoo Mail, the PDF file corrupted, GMAIL no problem.

Some external customer no problem, some problem.

Before migrate to Exchange Server 2010, it was working fine in Exchange Server 2003.

Any idea?
Simon Butler (Sembee)ConsultantCommented:
The transport system has changed completely between 2003 and 2010, so the fact that it worked on the older version means nothing.

Did you check the AV exclusion are correct?

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