501 5.1.8 Bad address syntax

Hi All,

I am admin to a mixed Exchange 2007/2003 organization. Using an Edge server but also a FrontEnd Exchange 2003 server.
To one particular domain i am having trouble to telnet to their mailserver. As soon as i enter mail from: address@mydomain.com I get the response 501 5.1.8. Bad adress syntax.

It only happens to this domain. All others are working fine.
What am i missing? is tehir config no good, or do i need to change something?

thanks in advance

gerardtimmersAsked:
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Hendrik WieseConnect With a Mentor Information Security ManagerCommented:
Have a look at the following, and let me know if it helps?

http://classicasp.aspfaq.com/email/why-is-e-mail-to-certain-domains-being-rejected.html
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Neil RussellTechnical Development LeadCommented:
If it is happening when you telnet to THEIR mail server then the issue is not you or your systems, it is theirs.
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Neil RussellTechnical Development LeadCommented:
What happens if you try a mail from user@yahoo.com ? Same result?
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gerardtimmersAuthor Commented:
Hi Neilsr,

Yes i am telnetting to their mail server. Can you please elaborate a bit more why you are convinced the error is on their side?
Wouldn't they have more issues with receiving mail from other domains than ours?

thanks
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gerardtimmersAuthor Commented:
yep indeed i got the same result:
220 theirmailserver ESMTP CB
ehlo yahoo.com
250-theirmailservername
250-8BITMIME
250-ENHANCEDSTATUSCODES
250-DSN
250 SIZE 26214400
mail from:gerardt@yahoo.com
501 5.1.8 Bad address syntax

but I think this happens here because i am causing a rDNS error. As the Yahoo.com servers' rDNS is completely different as the address i am telnetting from.
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Hendrik WieseInformation Security ManagerCommented:
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gerardtimmersAuthor Commented:
Hi Hendrik,
Thanks, but i have read this link and also the embedded one already. But I get the error already during the initialization of the smtp session. Directly after the mail from: command.
Also this happens on a DMZ located Exchange 2007 Edge server, an Exchange 2007 hub/transport server in the LAN and a EXchange 2003 FrontEnd server. And they are all NATting to a different public IP address.
And it only happens to one domain. Tried several other domains from our customers/partners, they all go fine except this one.

i am puzzled...

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Hendrik WieseInformation Security ManagerCommented:
What happens when you telnet to your server in question from one of your customers machines?
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gerardtimmersAuthor Commented:
sorry, that's on their LAN  and i do not have access to it.
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