The “Request For Permission to Use a Key” dialog box appears whenever you try to send an e-mail message in Outlook 2007 after you configure Outlook 2007 to use a digital signature in Windows Vista
Consider the following scenario.
- On a computer that is running Windows Vista, you configure Microsoft Office Outlook 2007 to use a digital signature when you send e-mail.
- You import a digital ID into Outlook 2007.
- The digital ID includes a Cryptography Next Generation (CNG) key.
In this scenario, the Request For Permission to Use a Key dialog box appears whenever you try to send an e-mail message. After you grant Outlook 2007 permission to use the digital ID, Outlook 2007 successfully sends the e-mail message.
Note: When you try to send the e-mail message, you may also be prompted to enter the password of the digital ID. This situation depends on the security level that you specify for the digital ID.
For more information on this issue, including potential causes, workarounds, and resolutions, see: Microsoft KB Article KB936029.

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