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20 October 2025

Desync (HTTP Request Smuggling) in API Security

Desync (HTTP Request Smuggling) in API Security: Invisible Protocol Conflicts and Critical Threats

APIs have become the most critical components that form the backbone of modern digital architectures. Approaches such as microservices architectures, API gateways, and multi-layered infrastructures are placing APIs at the center of organizations’ internal and external systems. This growth brings not only operational advantages but also new security risks that must be carefully managed. At this point, one of the most critical attack types that organizations often overlook is Desync (HTTP Request Smuggling) attacks.

At first glance, it may seem that if Authentication, Authorization, and WAF controls are implemented for APIs, sufficient security is provided. However, Desync attacks occur at the protocol level and can bypass the API’s functional or application-layer controls. Here, the threat is not only a matter of “who is logging in”, but also whether HTTP requests from the client to the server are interpreted consistently at each layer in the chain. This different interpretation between Proxy, Load Balancer, and Backend can allow attackers to break the security chain.

Modern attacks do not only focus on stealing credentials or tokens; at a deeper level, they aim to circumvent security controls by exploiting parsing differences in the HTTP protocol. In many cases, this is achieved with a hidden request “injected” directly into the request flow between the API Gateway and the backend. For example, if there is a proxy that only considers the Content-Length header and a backend server that prioritizes the Transfer-Encoding header, an attacker can send two differently interpreted requests in a single HTTP packet. This can result in session hijacking, cache poisoning, or unauthorized actions on the backend.

The critical point is that these attacks are often not detected by traditional security solutions. Traditional WAF or gateway policies only analyze the surface-level parameters of the request, not its full context. However, request smuggling relies on different servers interpreting the same packet differently. As a result, the attack often does not appear in standard logs and can remain unnoticed for a long time.

Desync attacks are not just a theoretical risk. Research by PortSwigger (2019) revealed vulnerabilities in major providers such as AWS, Akamai, and Cloudflare. In 2020, a proxy–backend mismatch in GitHub APIs led to a reported and subsequently fixed request smuggling vulnerability. In the bug bounty ecosystem, numerous reports show request smuggling vulnerabilities leading to rewards of $10,000+, especially in scenarios involving API Gateways. These examples prove that the threat is not only academic but also operational.

To mitigate these risks, organizations must ensure consistent parsing rules between proxy and backend systems, block conflicting Content-Length and Transfer-Encoding headers, apply request normalization at the API Gateway level, and activate desync detection rules in modern WAF and API security solutions. Additionally, adopting HTTP/2 and HTTP/3 protocols that provide more secure communication can further reduce the attack surface. Most importantly, organizations should conduct regular API security testing (e.g., with Burp Suite, Nuclei, Apifort). This proactive approach allows potential vulnerabilities to be identified early and enables stronger protection against Desync attacks.

API security is not just about authentication and access controls; invisible vulnerabilities at the protocol level can undermine even the most robust security chain. That is why modern API security solutions should not only rely on surface-level analysis but also ensure the inter-layer integrity of request flows, consistency in parsing logic, and protocol security.

Apifort, one of the local solutions, aims to protect corporate systems against Desync attacks by analyzing API traffic not only at the payload level but also at the protocol and request flow levels. This approach enables organizations to become more resilient against both today’s and tomorrow’s advanced threats.

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