Send as not working on shared mailbox in Exchange 2010

Sorry this is for Exchange 2010 not 2013, but that was not a choice in the Forums list.
I have created a Shared Mailbox a few months ago and gave one use full access rights and send as permissions. This worked perfectly since it was created. On Friday, the user started getting:
Delivery has failed to these recipients or groups:
You can't send a message on behalf of this user unless you have permission to do so. Please make sure you're sending on behalf of the correct sender, or request the necessary permission.
If the problem continues, please contact your helpdesk.
There have been no changes made to any of the rights or permissions anywhere. The shared mailbox properties still show this user in the full access and send as list. The shared accounts address is available in the GAL so that is not an issue.
Any ideas would be appreciated. I could probably recreate this mailbox, but would rather fix the issue or at least know what happened in case it does it again.
Nick Laurino

Hello,
Please follow the Riaz J.Butt's suggestions.
Besides, I recommend you restart IIS services to check the result.
Please check if this user has send as permission in ADUC.
Please open ADUC, click View, choose Advanced Features, choose the shared account under Users, right-click the shared account and then choose Properties, choose Attribute Editor, check msExchDelegateList value.
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Cara Chen
TechNet Community Support

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