One of the questions about the previous post on using your TPM as a secure key store was “could the TPM be used to protect ssh keys?”  The answer is yes, because openssh uses openssl (so you can simply convert an openssh private key to a TPM private key) but the ssh-agent wouldn’t work because ssh-add passes in the private keys by their component primes, which is not possible when the private key is guarded by the TPM.  However,  that made me actually look at gnome-keyring to figure out how it worked and whether it could be used with the TPM.  The answer is yes, but there are also some interesting side effects of TPM enabling gnome-keyring.

Gnome-keyring Architecture

Gnome-keyring consists of essentially three components: a pluggable store backend, a secure passphrase holder (which is implemented as a backend store) and an agent frontend.  The frontend and backend talk to each other using the pkcs11 protocol.  This also means that the backend can serve anything that also speaks pkcs11, which most encryption systems do.  The stores consist of a variety of file or directory backed keys (for instance the ssh-store simply loads all the ssh keys in your $HOME/.ssh; the secret-store uses the gnome default keyring store, $HOME/.local/shared/keyring/,  to store collections of passwords)  The frontends act as bridges between a variety of external protocols and the keyring daemon.  They take whatever external protocol they’re speaking in, convert the request to pkcs11 and query the backends for the information.  The most important frontend is the login one which is called by gnome-keyring-daemon at start of day to unlock the secret-store which contains all your other key passwords using your login password as the key.  The ssh-agent frontend speaks the ssh agent protocol and converts key and signing requests to pkcs11 which is mostly served by the ssh-store.  The gpg-agent store speaks a very cut down version of the gpg agent protocol: basically all it does is allow you to store gpg key passwords in the secret-store; it doesn’t do any cryptographic operations.

Pkcs11 Essentials

Pkcs11 is a highly complex protocol designed for opening sessions which query or operate on tokens, which roughly speaking represent a bundle of objects (If you have a USB crypto key, that’s usually represented as a token and your stored keys as objects).  There is some intermediate stuff about slots, but that mostly applies to tokens which may be offline and need insertion, which isn’t relevant to the gnome keyring.  The objects may have several levels of visibility, but the most common is public (always visible) and private (must be logged in to the token to see them).  Objects themselves have a variety of attributes, some of which depend on what type of object they are and some of which are universal (like id and label).  For instance, an object representing an RSA public key would have the public exponent and the public modulus as queryable attributes.

The pkcs11 protocol also has a reasonably comprehensive object finding protocol.  An arbitrary list of attributes and values can be passed to the query and it will return all objects that fully match.  The token identifier is a query attribute which may be present but doesn’t have to be, so if you omit it, you end up searching over every token the pkcs11 subsystem knows about.

The other operation that pkcs11 understands is logging into a token with a pin (which is pkcs11 speak for a passphrase).  The pin doesn’t have to be supplied by the entity performing the login, it may be supplied to the token via an out of band mechanism (for instance the little button on the yukikey, or even a real keypad).  The important thing for gnome keyring here is that logging into a token may be as simple as sending the login command and letting the token sort out the authorization, which is the way gnome keyring operates.

You also need to understand is conventions about searching for keys.  The pkcs11 standard recommends (but does not require) that public and private key pairs, which exist as two separate objects, should have the same id attribute.  This means that if you want to find an rsa private key, the way you do this is by searching the public objects for the exponent and modulus.  Once this is returned, you log into the token and retrieve the private key object by the public key id.

The final thing to understand is that once you have the private key object, it merely acts as an entitlement to have the token perform certain private key operations for you (like encryption, decryption or signing); it doesn’t mean you have access to the private key itself.

Gnome Keyring handling of ssh keys

Once the ssh-agent side of gnome keyring receives a challenge, it must respond by returning the private key signature of the challenge.  To do this, it searches the pkcs11 for the key used for the challenge (for RSA keys, it searches by modulus and exponent, for DSA keys it searches by signature primes, etc).  One interesting point to note is the search isn’t limited to the gnome keyring ssh token store, so if the key is found anywhere, in any pkcs11 token, it will be used.  The expectation is that they key id attribute will be the ssh fingerprint and the key label attribute will be the ssh comment, but these aren’t used in the actual search.  Once the public key is found, the agent logs into the token, retrieves the private key by label and id and proceeds to get the private key to sign the challenge.

Adding TPM key handling to the ssh store

Gnome keyring is based on GNU libgcrypt which handles all cryptographic objects via s-expressions (which are basically lisp like strings).  Gcrypt itself doesn’t seem to have an s-expression for a token, so the actual signing will be done inside the keyring code.  The s-expression I chose to represent a TPM based private key is

(private-key
  (rsa
    (tpm
      (blob <binary key blob>)
      (auth <authoriztion>))))

The rsa is necessary for it to be recognised for RSA signatures.  Now the ssh-store is modified to recognise the PEM guards for TPM keys, load the key blob up into the s-expression and ask the secret-store for the authorization passphrase which is also loaded.  In theory, it might be safer to ask the secret store for the authorization at key use time, but this method mirrors what happens to private keys, which are decrypted at load time and stored as s-expressions containing the component primes.

Now the RSA signing code is hooked to check for TPM s-expressions and divert the signature to the TPM if they’re found.  Once this is done, gnome keyring is fully enabled for TPM based ssh keys.  The initial email thread about this is here, and an openSUSE build repository of the modified code is here.

One important design constraint for this is that people (well, OK me) have a lot of ssh keys, sometimes more than could be effectively stored by the TPM in its internal shielded memory (plus if you’re like me, you’re using the TPM for other things like VPN), so the design of the keyring TPM additions is not to burden that memory further, thus TPM keys are only loaded into the TPM whenever they’re needed for an operation and are unloaded otherwise.  This means the TPM can scale to hundreds of keys, but at the expense of taking longer: Instead of simply asking the TPM to sign something, you have to first ask the TPM to load and unwrap (which is an RSA operation) the key, then use it to sign.  Effectively it’s two expensive TPM operations per real cryptographic function.

Using TPM based ssh keys

Once you’ve installed the modified gnome-keyring package, you’re ready actually to make use of it.  Since we’re going to replace all your ssh private keys with TPM equivalents, which are keyed to a given storage root key (SRK)¹ which changes every time the TPM is cleared, it is prudent to take a backup of all your ssh keys on some offline encrypted USB stick, just in case you ever need to restore them (or transfer them to a new laptop²).

cd ~/.ssh/
for pub in *rsa*.pub; do
    priv=$(basename $pub .pub)
    echo $priv
    create_tpm_key -m -a -w $priv ${priv}.tpm
    mv ${priv}.tpm $priv
done

You’ll be prompted first to create a TPM authorization password for the key, then to verify it, then to give the PEM password for the ssh key (for each key).  Note, this only transfers RSA keys (the only algorithm the TPM can handle) and also note the script above is overwriting the PEM private key, so make sure you have a backup.  The create_tpm_key command comes from the openssl_tpm_engine package, which I’ve patched here to support random migration authority and well known SRK authority.

All you have to do now is log out and back in (to restart the gnome-keyring daemon with the new ssh keystore) and you’re using TPM based keys for all your ssh operations.  I’ve noticed that this adds a couple of hundred milliseconds per login, so if you batch stuff over ssh, this is why your scripts are slower.

1. For details of how to set up your TPM with an SRK and how it all works, see my previous post on the subject.
2. Remember, the SRK on each laptop will be different, so the TPM representation of any private key can only be used on the specific laptop where it was created