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I also ran into this issue, but I'm using a 2 node DAG that likes to communicate between the nodes using IPv6, so disabling it wasn't an option. Using the Prefer IPv4 over IPv6 hotfix didn't clear it up either. My solution ended up being to use the hotfix, but additionally, I had to disable the IP Helper service on both Exchange servers to make them stop trying to do 6over4 encapsulation. Andy Hufford Information Technologist Department of Statistics and Probability Michigan State University 619 Red Cedar Road, C407 Wells Hall East Lansing, MI 48824-1027 Phone: 517-432-4068 [log in to unmask] -----Original Message----- From: Steven M. Plemmons [mailto:[log in to unmask]] Sent: Wednesday, March 19, 2014 4:20 PM To: [log in to unmask] Subject: [MSUNAG] Google Blocking E-mail - IPv6 error Suddenly, google is blocking messages sent from our exchange server to gmail addresses. The following error message is given. Is anyone else seeing this? Thanks, Steve Plemmons Systems Analyst II/S Department of Mathematics Michigan State University 619 Red Cedar Road C339 Wells Hall Office: 517-353-4673 [log in to unmask] mx.google.com gave this error: [2002:2308:4821::2308:4821] Our system has detected that this message does not meet IPv6 sending guidelines regarding PTR records and authentication. Please review https://support.google.com/mail/?p=ipv6_authentication_error for more information. l7si4236735icq.11 - gsmtp Your message wasn't delivered due to a permission or security issue. It may have been rejected by a moderator, the address may only accept e-mail from certain senders, or another restriction may be preventing delivery.