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An LDAP Primer

Copyright (c) 2022 Ivan Nejgebauer. Distributed under the Creative Commons Attribution-NonCommercial-ShareAlike 4.0 International (CC-BY-NC-SA) license.

0. Foreword

"LDAP" stands for Lightweight Directory Access Protocol. If you don't recognize the acronym, or don't find anything in the full name meaningful, this document is probably not for you. It's a high-level introduction to a niche technical topic.

With that out of the way, why another LDAP introduction? As the author of an LDAP library, one thing that has long bothered me was the inability to refer the non-knowledgeable reader to basic documentation that I felt to be both approachable and complete enough. Existing LDAP literature is famously hermetic, making the initial steps toward understanding much more difficult than necessary; even the introductory texts can't resist the temptation of using advanced terminology before having it explained.

The aspiration of this primer is to introduce the topic of LDAP well enough to provide a foothold for further exploration, without requiring the reader's previous familiarity with anything beyond JSON, TCP, and TLS.

1. Introduction

The term "LDAP" is used for two related but distinct concepts:

  1. A database with a well-defined data model. ("We keep our user identities in LDAP.") The database and the service are often called a directory. It can be implemented as a separate specialized server, like OpenLDAP, or as part of a set of system components, like Active Directory.

  2. The standardized protocol to access the database. ("Use LDAP to query Active Directory.") Since the protocol is standardized and the data model well-known, even a service with a radically different data store can use it to offer access to its data.

Developers need good working knowledge of both aspects to use LDAP effectively. The principal difficulty with gaining that knowledge lies in learning a sizeable set of interrelated concepts using rather alien terminology, stemming from LDAP's roots in the X.500 standardization effort. The IETF/ISO standard wars of the mid- to late 1980s are now forgotten, but one can glimpse some of the reasons for the IETF's decisive victory by perusing any available X.500 document and noting the impenetrable text combined with a jungle of references to other such documents.

This primer will try to lessen the pain by always being clear whether it's talking about LDAP, the database or LDAP, the protocol, and introducing the minimum of necessary terminology to explain any issue. For a deeper understanding, familiarity with the original specifications is still immensely useful, and the interested reader shouldn't shy away even from the ISO/ITU-T standards. X.501 (The Directory: Models), 1993 edition, is available online. If one makes peace with the style, it's evident that many LDAP concepts are a simplified extrapolation of those in X.501.

2. The LDAP data model

2.1. Entries and attributes

Let's imagine a toy system for storing user identities. For each user there will be a data set containing the username, a password, the user's full name and their last name. (This is not very realistic; especially, the password should never be stored in clear text.) If there is a "John Doe" with the username "john.doe" and password "secret", their data set represented as a JSON object might look like this:

{
    "username": "john.doe",
    "full_name": "John Doe",
    "last_name": "Doe",
    "password": "secret"
}

To make the data closer to the LDAP model, one would first rename the keys. Still keeping it in JSON:

{
    "uid": "john.doe",
    "cn": "John Doe",
    "sn": "Doe",
    "userPassword": "secret"
}

LDAP uses a different textual format, called LDIF (LDAP Data Interchange Format.) Directly translating the above JSON to LDIF gives:

uid: john.doe
cn: John Doe
sn: Doe
userPassword: secret

In LDAP, a data set like this one is called an entry. An LDAP database is a collection of entries. What were the keys in the JSON object are called attributes in LDAP.

The above entry is incomplete. If filled out to a minimal complete form, it might look like this:

dn: uid=john.doe,ou=People,dc=example,dc=com
objectClass: top
objectClass: person
objectClass: organizationalPerson
objectClass: inetOrgPerson
uid: john.doe
cn: John Doe
sn: Doe
userPassword: secret

The dn line will be explained in the next section. Here, just note that there are multiple lines starting with "objectClass". That's because most LDAP attributes can have multiple values, which is represented in LDIF as separate lines with the same attribute name. Attribute values in an entry form a mathematical set: there must not be any duplicate values for a given attribute.

Attributes cannot exist without values; there's no concept in LDAP of a null value.

Attribute names can be more complicated than described here, and more will be said in a later section.

2.2. Entry naming and organization

Entries in an LDAP database are logically organized as a tree, called the directory information tree (DIT), and every entry has a property describing its position in the tree. The property is named dn for "distinguished name", and is unique for an entry. Despite using the attribute syntax in the LDIF, it is not one of the entry attributes. Let's repeat the full entry from the previous section and highlight the naming attributes:

dn: uid=john.doe,ou=People,dc=example,dc=com
objectClass: top
objectClass: person
objectClass: organizationalPerson
objectClass: inetOrgPerson
uid: john.doe
cn: John Doe
sn: Doe
userPassword: secret

A distinguished name (DN) is a sequence of components describing the path through the logical tree from its root to the entry itself. In the LDIF value representation, the components are comma-separated and written left-to-right from the entry to the root. (In the above DN, the component closest to the root is "dc=com".) Each component is called a relative distinguished name (RDN), and (in the simplest case, covered here) consists of a single attribute name and a value. The attribute and the value of the leftmost RDN, which names the entry, must exist in the entry itself. Above, the entry having the RDN "uid=john.doe" means that it must have the attribute uid with the value "john.doe".

Originally, the X.500 directory standard envisioned a distributed directory, not unlike the domain name system, but with a much richer data model. For a variety of reasons, this never happened, and the directories remained disparate. The X.500 naming system has countries and registered organizations as DN root elements, which wasn't well suited to domain names used for naming on the internet, so a method of using domain names in DNs was standardized in RFC 2247 and is predominantly used in LDAP today.

The DN above has the rightmost part in italic. That part directly corresponds to the domain example.com. In a DIT organized with such a mapping, all entries are at or below the domain, which is then called the suffix or naming context. A single DIT can contain multiple naming contexts.

There is a special entry at the very root of the DIT. It has an empty DN (i.e., "") and is called the root DSE (DSA Specific Entry; "DSA" stands for "directory system agent", another name for the directory server.) It's used to store basic configuration and capability data about the directory server.

2.3. Entry structure and schemas

The set of attributes in an entry is not arbitrary, but dictated by the entry's object classes, each of which defines a set of mandatory and/or optional attributes. One, and only one, of the entry's object classes is structural, and ordinarily fixed for the lifetime of the entry. All other object classes are auxiliary and may be added to or removed from an entry. Object classes form a hierarchy, in which all structural classes are ultimately derived from the top class. That's why there will always be an objectClass attribute with that value in an entry.

In the John Doe entry used as an example, the (structural) class inetOrgPerson is derived from organizationalPerson, in turn a descendant of person, which mandates the cn and sn attributes. Furthermore, userPassword is an optional attribute of person, while uid is an optional attribute of inetOrgPerson, although it's mandatory in this entry since it's a naming attribute.

Despite having descriptive names, object classes and attributes are actually identified by object identifiers (OIDs), which are arrays of integers, written as decimal numbers separated by dots. For example, the identifier 2.5.4.3 is mapped to two names: cn and commonName. The example entry used cn, but could have used commonName for exactly the same purpose. Attribute names are not case-sensitive: commonName, commonname and COMMONNAME refer to the same attribute.

Object identifiers are one of the main visible legacies of LDAP's X.500 origins. The main branches of the OID namespace are controlled by the international standards organizations, ISO and ITU-T (formerly CCITT.) Obtaining one's own OID subtree for experimentation or customization is a somewhat involved process, but is also possible without bureaucracy by using a UUID in the 2.25 OID arc.

Aside from the identifier and the names, an attribute definition also describes the syntax of attribute values and the ways those values can be compared for (in)equality, ordering and substring matching, by specifying the OIDs of the corresponding syntax and matching rules. Knowing the rules for a particular attribute is necessary for constructing searches, since not all search operations are compatible with all attribute types.

A collection of attribute and object class definitions is called a schema. A directory will support a number of standardized schemas and provide the ways to extend the schema collection. It's important to note that standard attribute definitions should not be changed, because external tools and integrations might depend on them.

3. LDAP, the protocol

3.1. Connection lifecycle and basic authentication

LDAP standards describe the transport options, operations and message formats of the protocol. The latter two are tightly coupled to the data model, so understanding the model makes learning the protocol much easier. Contrary to the many early internet protocols, LDAP has a binary encoding, necessitating the use of language-specific APIs or precompiled access tools to communicate with the server.

LDAP uses TCP and port 389 to listen to client connection requests. Unless upgraded later, those connections are completely in the clear, and vulnerable to eavesdropping. It is therefore strongly recommended to secure the connection by using TLS or some other method, like Kerberos. Here one encounters some long-standing unaddressed specification deficiencies.

The only standardized way of activating TLS is by first connecting in the clear to port 389, then issuing a special LDAP operation which requests the TLS handshake. This method, called StartTLS, is considered less secure than unconditional TLS establishment, and is discouraged in current usage. There is a de-facto standard for straight TLS connections, where the server listens on port 636. It's supported by everyone, but for some reason was never standardized, and it's doubtful that it will ever be.

LDAP has a family of URL schemes for specifying connection and search parameters. In the most basic usage, the scheme part is ldap for clear connections, ldaps for unconditional TLS, and ldapi for UNIX domain sockets (definitely nonstandard but widely available on Unix-like systems.) The host part of the URL specifies the hostname or IP address of the server; the port, if present, likewise, with the default value depending on the scheme (389 for ldap, 636 for ldaps.) The ldapi scheme is different, because the host part represents the path of the server socket, and no port can be given.

Upon establishing the connection, the client is anonymous. Servers usually limit access to some attributes or whole subtrees of the DIT to anonymous users. To overcome this, the client may need to authenticate, or bind, to the directory. Binding is one of a handful of standardized protocol operations. The usual binding method is called a simple bind, and uses a distinguished name (bind DN) and a password as parameters. The bind DN plays the role of username. The precise form of that DN depends on server configuration. It should be obvious that sending the password should only be done over a TLS-protected connection.

Once a client has a connection, it may issue multiple operations to the server. The client can do this asynchronously, that is it does not have to wait for one operation to complete before issuing another operation. LDAP connections are often long lived.

When the client is finished, it may use the unbind operation or simply drop the connection. The name "unbind" is slightly misleading, suggesting the opposite of "bind" while keeping the connection open; this is not the case, since unbinding shuts down the connection unconditionally.

3.2. The Search operation

LDAP is mostly used in read-heavy applications, where data retrieval dominates the usage. The only way to retrieve one or more entries via LDAP is to use the search operation. It has a plethora of parameters and options, of which the following four are usually all it's necessary to provide:

  1. The search base, the starting point in the DIT for the operation. It must lie within a naming context; one exception is the search for the root DSE.

  2. The scope, which bounds the number of entries that the operation will consider. It can have the values base, meaning only the entry named as the search base; one (for "one level"), which means all entries on the single level immediately below the search base, but excluding the base itself; and sub (for "subtree"), containing everything at and below the search base.

  3. The filter, an expression computed for all candidate entries, selecting those for which it evaluates to true. An empty filter is syntactically invalid, although some LDAP tools automatically substitute it with (objectClass=*), meaning "an entry containing a non-empty objectClass attribute," that is, all of them.

  4. The list of attributes to retrieve from the matching entries. If none are specified, only the matching entry DNs are returned. The special name * means "all attributes," or more precisely, all user attributes, since there is an additional set of operational attributes in each entry, maintained by the directory itself and not modifiable by the user. The set of all operational attributes is requested by the special name +. Most clients will only request the attributes that they really need from the server.

The search operation, like all but two other LDAP operations, returns a result structure, one of whose elements is a numeric result code. Zero signifies success, while most non-zero values are errors.

Filters are arguably the most important components of search requests, since they enable finding and retrieving the relevant entry or a small subset of entries among, potentially, thousands. Their representation in the request is binary, but a string format is standardized in RFC 4515 and supported by all APIs, command line tools and applications. It's a bit quirky and heavy on the parentheses, especially if multiple terms and negations are involved, but not too difficult to understand and write for most day-to-day uses.

Let's suppose that the John Doe entry also has an email address, given by the following LDIF fragment:

mail: john.doe@example.com

(The email could be added to the entry as previously specified, since the object class inetOrgPerson has mail among its optional attributes.) If one wanted to search for a user's entry using the value entred in the login form, the resulting filter might be:

(uid=john.doe)

However, if the user can enter both the username and the email address, the filter could be changed to account for both:

(|(uid=john.doe)(mail=john.doe))

The filter would match an entry which has either uid or mail with the value "john.doe". In this case, only the uid term would match. If the user entered "john.doe@example.com", the resulting filter would be:

(|(uid=john.doe@example.com)(mail=john.doe@example.com))

This filter would match the same entry, but in this case only the mail term would evaluate to true.

The above examples all use equality filters. LDAP also supports other kinds of filters, of which the most useful are substrings, for partial string matches, and present, for matching the entries where an attribute exists irrespective of its value. Filters can be combined with or (as above), and or not.

3.3. Other LDAP operations

LDAP provides the full set of operations for maintaining the DIT: adding, modifying and deleting entries, the analogues of INSERT, UPDATE and DELETE operations on a relational database. A notable difference is that LDAP operations only work on a single entry. The protocol guarantees that all modifications of an entry performed in a single operation will be atomic: either all of them are visible, or none. The guarantee doesn't extend to a series of modifications or other operations that change the DIT.

The modify operation consists of a sequence of modification requests for a single entry. Each request can add, delete or replace the values of a single attribute. Logically, the requests must be performed in the order listed within the operation. Individual requests may temporarily violate the schema (e.g., if all values of a mandatory attribute are deleted), but the final result must conform to the schema. Changing or deleting the structural object class or the naming attribute are not allowed.

For changing the RDN or moving an entry elsewhere in the DIT there is the modify DN operation. Schema conformance dictates that the naming attribute with the value used in the leaf RDN must exist in the entry, so renaming an entry to a RDN that is not already present would require two operations: one to add a new value and one to perform a renaming. To account for this situation, modify DN will add the new naming attribute and value to the renamed entry automatically, and will also optionally delete the previous naming attribute-value pair.

3.4. Extensions

LDAP operations can be extended in two main ways, using controls and extended operations. Some extensions are standardized, but a lot of them are tied to specific directory service implementations.

An extended operation is simply another operation, like Bind or Search, that is not part of the core LDAP specifications. LDAP servers often support at least three extended operations: StartTLS (mentioned in Section 3.1), WhoAmI, and PasswordModify.

A control is a named structure, possibly with additional data, attached to an LDAP operation, which is there to change the operation's behavior in some way. For example, the Assertion control can be used with a Modify operation to indicate that the server should only modify the entry if the filter attached to the control is true for the entry. An LDAP operation may have multiple controls attached, with the caveat that the combination must be semantically valid.

Another example is the SubtreeDelete control which is used with the Delete operation to delete an entire subtree of entries from the DIT.

Each control used has to indicate to the server if the control is "critical" to performing the operation, or not. If you include a critical control that the server does not support in some way, the server will fail the entire operation.

Sometimes operation responses contain controls returned from the server.