How to Use Active Directory and LDAP to Authenticate Cisco ASA VPN Users: Cisco ASA Training 101
The Lightweight Directory Access Protocol (LDAP; //) is an open, vendor-neutral, industry standard application protocol for accessing and maintaining distributed directory information services over an Internet Protocol (IP) network. Directory services play an important role in developing intranet and Internet applications by allowing the sharing of information about users, systems, networks, services, and applications throughout the network. As examples, directory services may provide any organized set of records, often with a hierarchical structure, such as a corporate email directory. Similarly, a telephone directory is a list of subscribers with an address and a phone number.
LDAP is specified in a series of Internet Engineering Task Force (IETF) Standard Track publications called Request for Comments (RFCs), using the description language ASN.1. The latest specification is Version 3, published as RFC 4511. For example, here is an LDAP search translated into plain English: "Search in the company email directory for all people located in Nashville whose name contains 'Jesse' that have an email address. Please return their full name, email, title, and description."
A common usage of LDAP is to provide a "single sign on" where one password for a user is shared between many services, such as applying a company login code to web pages (so that staff log in only once to company computers, and then are automatically logged into the company intranet).
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Telecommunication companies' understanding of directory requirements was well developed after some 70 years of producing and managing telephone directories. These companies introduced the concept of directory services to information technology and computer networking, their input culminating in the comprehensive X.500 specification, a suite of protocols produced by the International Telecommunication Union (ITU) in the 1980s.
X.500 directory services were traditionally accessed via the X.500 Directory Access Protocol (DAP), which required the Open Systems Interconnection (OSI) protocol stack. LDAP was originally intended to be a lightweight alternative protocol for accessing X.500 directory services through the simpler (and now widespread) TCP/IP protocol stack. This model of directory access was borrowed from the DIXIE and Directory Assistance Service protocols.
Standalone LDAP directory servers soon followed, as did directory servers supporting both DAP and LDAP. The latter has become popular in enterprises, as LDAP removed any need to deploy an OSI network. Today, X.500 directory protocols including DAP can also be used directly over TCP/IP.
The protocol was originally created by Tim Howes of the University of Michigan, Steve Kille of Isode Limited, Colin Robbins of Nexor and Wengyik Yeong of Performance Systems International, circa 1993. Mark Wahl of Critical Angle Inc., Tim Howes, and Steve Kille started work in 1996 on a new version of LDAP, LDAPv3, under the aegis of the Internet Engineering Task Force (IETF). LDAPv3, first published in 1997, superseded LDAPv2 and added support for extensibility, integrated the Simple Authentication and Security Layer, and better aligned the protocol to the 1993 edition of X.500. Further development of the LDAPv3 specifications themselves and of numerous extensions adding features to LDAPv3 has come through the IETF.
In the early engineering stages of LDAP, it was known as Lightweight Directory Browsing Protocol, or LDBP. It was renamed with the expansion of the scope of the protocol beyond directory browsing and searching, to include directory update functions. It was given its Lightweight name because it was not as network intensive as its DAP predecessor and thus was more easily implemented over the internet due to its relatively modest bandwidth usage.
LDAP has influenced subsequent Internet protocols, including later versions of X.500, XML Enabled Directory (XED), Directory Service Markup Language (DSML), Service Provisioning Markup Language (SPML), and the Service Location Protocol (SLP).
A client starts an LDAP session by connecting to an LDAP server, called a Directory System Agent (DSA), by default on TCP port and UDP  port 389. The client then sends an operation request to the server, and the server sends responses in return. With some exceptions, the client does not need to wait for a response before sending the next request, and the server may send the responses in any order. All information is transmitted using Basic Encoding Rules (BER).
The client may request the following operations:
In addition the server may send "Unsolicited Notifications" that are not responses to any request, e.g. before the connection is timed out.
A common alternative method of securing LDAP communication is using an SSL tunnel. This is denoted in LDAP URLs by using the URL scheme "ldaps". The default port for LDAP over SSL is 636. The use of LDAP over SSL was common in LDAP Version 2 (LDAPv2) but it was never standardized in any formal specification. This usage has been deprecated along with LDAPv2, which was officially retired in 2003.
The protocol provides an interface with directories that follow the 1993 edition of the X.500 model:
/foo/bar/myfile.txtwere the DN, then
myfile.txtwould be the RDN).
A DN may change over the lifetime of the entry, for instance, when entries are moved within a tree. To reliably and unambiguously identify entries, a UUID might be provided in the set of the entry's operational attributes.
dn: cn=John Doe,dc=example,dc=com cn: John Doe givenName: John sn: Doe telephoneNumber: +1 888 555 6789 telephoneNumber: +1 888 555 1232 mail: firstname.lastname@example.org manager: cn=Barbara Doe,dc=example,dc=com objectClass: inetOrgPerson objectClass: organizationalPerson objectClass: person objectClass: top
dn" is the distinguished name of the entry; it is neither an attribute nor a part of the entry. "
cn=John Doe" is the entry's RDN (Relative Distinguished Name), and "
dc=example,dc=com" is the DN of the parent entry, where "
dc" denotes 'Domain Component'. The other lines show the attributes in the entry. Attribute names are typically mnemonic strings, like "
cn" for common name, "
dc" for domain component, "
sn" for surname.
A server holds a subtree starting from a specific entry, e.g. "
dc=example,dc=com" and its children. Servers may also hold references to other servers, so an attempt to access "
ou=department,dc=example,dc=com" could return a referral or continuation reference to a server that holds that part of the directory tree. The client can then contact the other server. Some servers also support chaining, which means the server contacts the other server and returns the results to the client.
LDAP rarely defines any ordering: The server may return the values of an attribute, the attributes in an entry, and the entries found by a search operation in any order. This follows from the formal definitions - an entry is defined as a set of attributes, and an attribute is a set of values, and sets need not be ordered.
The ADD operation inserts a new entry into the directory-server database. If the distinguished name in the add request already exists in the directory, then the server will not add a duplicate entry but will set the result code in the add result to decimal 68, "entryAlreadyExists".
dn: uid=user,ou=people,dc=example,dc=com changetype: add objectClass: top objectClass: person uid: user sn: last-name cn: common-name userPassword: password
In the above example,
uid=user,ou=people,dc=example,dc=com must not exist, and
ou=people,dc=example,dc=com must exist.
When an LDAP session is created, that is, when an LDAP client connects to the server, the authentication state of the session is set to anonymous. The BIND operation establishes the authentication state for a session.
Simple BIND and SASL PLAIN can send the user's DN and password in plaintext, so the connections utilizing either Simple or SASL PLAIN should be encrypted using Transport Layer Security (TLS). The server typically checks the password against the
userPassword attribute in the named entry. Anonymous BIND (with empty DN and password) resets the connection to anonymous state.
BIND also sets the LDAP protocol version. The version is an integer and at present<when?> must be either 2 (two) or 3 (three), although the standard supports integers between 1 and 127 (inclusive) in the protocol. If the client requests a version that the server does not support, the server must set the result code in the BIND response to the code for a protocol error. Normally clients should use LDAPv3, which is the default in the protocol but not always in LDAP libraries.
BIND had to be the first operation in a session in LDAPv2, but is not required in LDAPv3 (the current LDAP version). In LDAPv3, each successful BIND request changes the authentication state of the session and each unsuccessful BIND request resets the authentication state of the session.
To delete an entry, an LDAP client transmits a properly formed delete request to the server.
hasSubordinateswhose value indicates whether an entry has any subordinate entries, and some servers support an operational attribute
numSubordinates indicating the number of entries subordinate to the entry containing the
The Search operation is used to both search for and read entries. Its parameters are:
BaseObject(search just the named entry, typically used to read one entry),
singleLevel(entries immediately below the base DN), or
wholeSubtree(the entire subtree starting at the base DN).
(&(objectClass=person)(|(givenName=John)(mail=john*)))will select "persons" (elements of objectClass
person) where the matching rules for
The server returns the matching entries and potentially continuation references. These may be returned in any order. The final result will include the result code.
The Compare operation takes a DN, an attribute name and an attribute value, and checks if the named entry contains that attribute with that value.
The MODIFY operation is used by LDAP clients to request that the LDAP server make changes to existing entries. Attempts to modify entries that do not exist will fail. MODIFY requests are subject to access controls as implemented by the server.
The MODIFY operation requires that the distinguished name (DN) of the entry be specified, and a sequence of changes. Each change in the sequence must be one of:
LDIF example of adding a value to an attribute:
dn: dc=example,dc=com changetype: modify add: cn cn: the-new-cn-value-to-be-added -
To replace the value of an existing attribute, Use the replace keyword. If the attribute is multi-valued, the client must specify the value of the attribute to delete.
To delete an attribute from an entry, use the keyword delete and the changetype designator modify. If the attribute is multi-valued, the client must specify the value of the attribute to delete.
There is also a modify-increment extension which allows an incrementable attribute value to be incremented by a specified amount. The modify-increment extension uses object identifier 220.127.116.11.1.14. The following example using LDIF increments employeeNumber by 5:
dn: uid=user.0,ou=people,dc=example,dc=com changetype: modify increment: employeeNumber employeeNumber: 5 -
When LDAP servers are in a replicated topology, LDAP clients should consider using the post-read control to verify updates instead of a search after an update. The post-read control is designed so that applications need not issue a search request after an update – it is bad form to retrieve an entry for the sole purpose of checking that an update worked because of the replication eventual consistency model. An LDAP client should not assume that it connects to the same directory server for each request because architects may have placed load-balancers or LDAP proxies or both between LDAP clients and servers.
Modify DN (move/rename entry) takes the new RDN (Relative Distinguished Name), optionally the new parent's DN, and a flag that says whether to delete the value(s) in the entry that match the old RDN. The server may support renaming of entire directory subtrees.
An update operation is atomic: Other operations will see either the new entry or the old one. On the other hand, LDAP does not define transactions of multiple operations: If you read an entry and then modify it, another client may have updated the entry in the meantime. Servers may implement extensions that support this, though.
The Extended Operation is a generic LDAP operation that can define new operations that were not part of the original protocol specification. StartTLS is one of the most significant extensions. Other examples include Cancel and Password Modify.
The StartTLS operation establishes Transport Layer Security (the descendant of SSL) on the connection. It can provide data confidentiality (to protect data from being observed by third parties) and/or data integrity protection (which protects the data from tampering). During TLS negotiation the server sends its X.509 certificate to prove its identity. The client may also send a certificate to prove its identity. After doing so, the client may then use SASL/EXTERNAL. By using the SASL/EXTERNAL, the client requests the server derive its identity from credentials provided at a lower level (such as TLS). Though technically the server may use any identity information established at any lower level, typically the server will use the identity information established by TLS.
Servers also often support the non-standard "LDAPS" ("Secure LDAP", commonly known as "LDAP over SSL") protocol on a separate port, by default 636. LDAPS differs from LDAP in two ways: 1) upon connect, the client and server establish TLS before any LDAP messages are transferred (without a StartTLS operation) and 2) the LDAPS connection must be closed upon TLS closure.
It should be noted that some "LDAPS" client libraries only encrypt communication, they do not check the host name against the name in the supplied certificate.
The Abandon operation requests that the server abort an operation named by a message ID. The server need not honor the request. Neither Abandon nor a successfully abandoned operation send a response. A similar Cancel extended operation does send responses, but not all implementations support this.
The Unbind operation abandons any outstanding operations and closes the connection. It has no response. The name is of historical origin, and is not the opposite of the Bind operation.
Clients can abort a session by simply closing the connection, but they should use Unbind. Unbind allows the server to gracefully close the connection and free resources that it would otherwise keep for some time until discovering the client had abandoned the connection. It also instructs the server to cancel operations that can be canceled, and to not send responses for operations that cannot be canceled.
Most of the components described below are optional.
(objectClass=*)as defined in RFC 4515.
For example, "
ldap://ldap.example.com/cn=John%20Doe,dc=example,dc=com" refers to all user attributes in John Doe's entry in
ldap.example.com, while "
ldap:///dc=example,dc=com??sub?(givenName=John)" searches for the entry in the default server (note the triple slash, omitting the host, and the double question mark, omitting the attributes). As in other URLs, special characters must be percent-encoded.
There is a similar non-standard
ldaps: URL scheme for LDAP over SSL. This should not be confused with LDAP with TLS, which is achieved using the StartTLS operation using the standard
The contents of the entries in a subtree are governed by a directory schema, a set of definitions and constraints concerning the structure of the directory information tree (DIT).
The schema of a Directory Server defines a set of rules that govern the kinds of information that the server can hold. It has a number of elements, including:
Attributes are the elements responsible for storing information in a directory, and the schema defines the rules for which attributes may be used in an entry, the kinds of values that those attributes may have, and how clients may interact with those values.
Clients may learn about the schema elements that the server supports by retrieving an appropriate subschema subentry.
The schema defines object classes. Each entry must have an objectClass attribute, containing named classes defined in the schema. The schema definition of the classes of an entry defines what kind of object the entry may represent - e.g. a person, organization or domain. The object class definitions also define the list of attributes that must contain values and the list of attributes which may contain values.
For example, an entry representing a person might belong to the classes "top" and "person". Membership in the "person" class would require the entry to contain the "sn" and "cn" attributes, and allow the entry also to contain "userPassword", "telephoneNumber", and other attributes. Since entries may have multiple ObjectClasses values, each entry has a complex of optional and mandatory attribute sets formed from the union of the object classes it represents. ObjectClasses can be inherited, and a single entry can have multiple ObjectClasses values that define the available and required attributes of the entry itself. A parallel to the schema of an objectClass is a class definition and an instance in Object-oriented programming, representing LDAP objectClass and LDAP entry, respectively.
Directory servers may publish the directory schema controlling an entry at a base DN given by the entry's subschemaSubentry operational attribute. (An operational attribute describes operation of the directory rather than user information and is only returned from a search when it is explicitly requested.)
Server administrators can add additional schema entries in addition to the provided schema elements. A schema for representing individual people within organizations is termed a white pages schema.
A lot of the server operation is left to the implementor or administrator to decide. Accordingly, servers may be set up to support a wide variety of scenarios.
For example, data storage in the server is not specified - the server may use flat files, databases, or just be a gateway to some other server. Access control is not standardized, though there has been work on it and there are commonly used models. Users' passwords may be stored in their entries or elsewhere. The server may refuse to perform operations when it wishes, and impose various limits.
Most parts of LDAP are extensible. Examples: One can define new operations. Controls may modify requests and responses, e.g. to request sorted search results. New search scopes and Bind methods can be defined. Attributes can have options that may modify their semantics.
As LDAP has gained momentum, vendors have provided it as an access protocol to other services. The implementation then recasts the data to mimic the LDAP/X.500 model, but how closely this model is followed varies. For example, there is software to access SQL databases through LDAP, even though LDAP does not readily lend itself to this. X.500 servers may support LDAP as well.
Similarly, data previously held in other types of data stores are sometimes moved to LDAP directories. For example, Unix user and group information can be stored in LDAP and accessed via PAM and NSS modules. LDAP is often used by other services for authentication.
An example of such data model is the GLUE Schema, which is used in a distributed information system based on LDAP that enable users, applications and services to discover which services exist in a Grid infrastructure and further information about their structure and state.
An LDAP server may return referrals to other servers for requests that it cannot fulfill itself. This requires a naming structure for LDAP entries so one can find a server holding a given distinguished name (DN), a concept defined in the X.500 Directory and also used in LDAP. Another way of locating LDAP servers for an organization is a DNS server record (SRV).
An organization with the domain example.org may use the top level LDAP DN
dc=example,dc=org (where dc means domain component). If the LDAP server is also named ldap.example.org, the organization's top level LDAP URL becomes
Primarily two common styles of naming are used in both X.500  and LDAPv3. These are documented in the ITU specifications and IETF RFCs. The original form takes the top level object as the country object, such as
c=FR. The domain component model uses the model described above. An example of country based naming could be
l=Locality, ou=Some Organizational Unit, o=Some Organization, c=FR, or in the US:
cn=Common Name, l=Locality, ou=Some Organizational Unit, o=Some Organization, st=CA, c=US.
||This article's use of external links may not follow Wikipedia's policies or guidelines. (August 2010)|
LDAP is specified in a series of Request for Comments documents:
The following RFCs detail LDAP-specific Best Current Practices:
The following is a partial list of RFCs specifying LDAPv3 extensions:
LDAPv2 was specified in the following RFCs:
LDAPv2 was moved to historic status by the following RFC:
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