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Prestige 334 User’s Guide

Chapter 14 Introduction to IPSec

154

NAT is incompatible with the 

AH

 protocol in both 

Transport 

and 

Tunnel 

mode. An IPSec 

VPN using the 

AH

 protocol digitally signs the outbound packet, both data payload and 

headers, with a hash value appended to the packet. When using 

AH

 protocol, packet contents 

(the data payload) are not encrypted.

A NAT device in between the IPSec endpoints will rewrite either the source or destination 
address with one of its own choosing. The VPN device at the receiving end will verify the 
integrity of the incoming packet by computing its own hash value, and complain that the hash 
value appended to the received packet doesn't match. The VPN device at the receiving end 
doesn't know about the NAT in the middle, so it assumes that the data has been maliciously 
altered.

IPSec using 

ESP

 in 

Tunnel 

mode encapsulates the entire original packet (including headers) 

in a new IP packet. The new IP packet's source address is the outbound address of the sending 
VPN gateway, and its destination address is the inbound address of the VPN device at the 
receiving end. When using 

ESP

 protocol with authentication, the packet contents (in this case, 

the entire original packet) are encrypted. The encrypted contents, but not the new headers, are 
signed with a hash value appended to the packet.

Tunnel

 mode 

ESP

 with authentication is compatible with NAT because integrity checks are 

performed over the combination of the "original header plus original payload," which is 
unchanged by a NAT device. 

Transport

 mode 

ESP

 with authentication is not compatible with 

NAT, although NAT traversal provides a way to use 

Transport

 mode 

ESP

 when there is a 

NAT router between the IPSec endpoints (

 the NAT Traversal section 

 

for details). 

Table 45   

VPN and NAT

SECURITY PROTOCOL

MODE

NAT

AH

Transport

N

AH

Tunnel

N

ESP

Transport

N

ESP

Tunnel

Y

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