CCNA Security 07
CCNA Security 07
CCNA Security 07
Lesson Planning
This lesson should take 3-4 hours to present The lesson should include lecture, demonstrations, discussions and assessments The lesson can be taught in person or using remote instruction
Major Concepts
Describe how the types of encryption, hashes, and digital signatures work together to provide confidentiality, integrity, and authentication Describe the mechanisms to ensure data integrity and authentication
Lesson Objectives
Upon completion of this lesson, the successful participant will be able to:
1. Describe the requirements of secure communications including integrity, authentication, and confidentiality 2. Describe cryptography and provide an example 3. Describe cryptanalysis and provide an example 4. Describe the importance and functions of cryptographic hashes 5. Describe the features and functions of the MD5 algorithm and of the SHA-1 algorithm 6. Explain how we can ensure authenticity using HMAC 7. Describe the components of key management
Lesson Objectives
8. Describe how encryption algorithms provide confidentiality 9. Describe the function of the DES algorithms 10. Describe the function of the 3DES algorithm 11. Describe the function of the AES algorithm 12. Describe the function of the Software Encrypted Algorithm (SEAL) and the Rivest ciphers (RC) algorithm 13. Describe the function of the DH algorithm and its supporting role to DES, 3DES, and AES 14. Explain the differences and their intended applications 15. Explain the functionality of digital signatures 16. Describe the function of the RSA algorithm 17. Describe the principles behind a public key infrastructure (PKI)
Lesson Objectives
18. Describe the various PKI standards 19. Describe the role of CAs and the digital certificates that they issue in a PKI
Cryptographic Services
Securing Communications Cryptography Cryptanalysis Cryptology
Securing Communications
Requirements Authentication Integrity Confidentiality
Requirements
CSA
MARS
Firewall
VPN IPS
CSA
VPN
Remote Branch
Iron Port
CSA
CSA
CSA CSA
CSA Web Server Email Server
CSA
DNS
Traffic between sites must be secure Measures must be taken to ensure it cannot be altered, forged, or deciphered if intercepted
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Authentication
An ATM Personal Information Number (PIN) is required for authentication. The PIN is a shared secret between a bank account holder and the financial institution.
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Integrity
An unbroken wax seal on an envelop ensures integrity. The unique unbroken seal ensures no one has read the contents.
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Confidentiality
I O D Q N H D V W D W W D F N D W G D Z Q
Julius Caesar would send encrypted messages to his generals in the battlefield. Even if intercepted, his enemies usually could not read, let alone decipher, the messages.
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Cryptography
History Transposition Ciphers Substitution Ciphers Stream Ciphers
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History
Scytale - (700 BC)
Vigenre table
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Transposition Ciphers
1 FLANK EAST ATTACK AT DAWN
Clear Text
15
2
A B C D E F G H I J K L M N O P Q R S T U V W X Y Z
A B C D E F G H I J K L M N O P Q R S T U V W X Y Z A B C
Cipher Wheel
1 FLANK EAST ATTACK AT DAWN
Clear text
Shifting the inner wheel by 3, then the A becomes D, B becomes E, and so on.
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Vigenre Table
a A B a b b b c c c d d d e e e f f f g g g h h h i i i j j j k k k l l l m m m n n n o o o p p p q q q r r r s s s t t t u u u v v v w w w x x x y y y z z z a
C
D E
c
d e
d
e f
e
f g
f
g h
g
h i
h
i j
i
j k
j
k l
k
l m
l
m n
m
n o
n
o p
o
p q
p
q r
q
r s
r
s t
s
t u
t
u v
u
v w
v
w x
w
x y
x
y z
y
z a
z
a b
a
b c
b
c d
F
G H
f
g h
g
h i
h
i j
i
j k
j
k l
k
l m
l
m n
m
n o
n
o p
o
p q
p
q r
q
r s
r
s t
s
t u
t
u v
u
v w
v
w x
w
x y
x
y z
y
z a
z
a b
a
b c
b
c d
c
d e
d
e f
e
f g
I
J K L M N O P Q R S T U V W X Y Z
i
j k l m n o p q r s t u v w x y z
j
k l m n o p q r s t u v w x y z a
k
l m n o p q r s t u v w x y z a b
l
m n o p q r s t u v w x y z a b c
m
n o p q r s t u v w x y z a b c d
n
o p q r s t u v w x y z a b c d e
o
p q r s t u v w x y z a b c d e f
p
q r s t u v w x y z a b c d e f g
q
r s t u v w x y z a b c d e f g h
r
s t u v w x y z a b c d e f g h i
s
t u v w x y z a b c d e f g h i j
t
u v w x y z a b c d e f g h i j k
u
v w x y z a b c d e f g h i j k l
v
w x y z a b c d e f g h i j k l m
w
x y z a b c d e f g h i j k l m n
x
y z a b c d e f g h i j k l m n o
y
z a b c d e f g h i j k l m n o p
z
a b c d e f g h i j k l m n o p q
a
b c d e f g h i j k l m n o p q r
b
c d e f g h i j k l m n o p q r s
c
d e f g h i j k l m n o p q r s t
d
e f g h i j k l m n o p q r s t u
e
f g h i j k l m n o p q r s t u v
f
g h i j k l m n o p q r s t u v w
g
h i j k l m n o p q r s t u v w x
h
i j k l m n o p q r s t u v w x y 18
Stream Ciphers
Invented by the Norwegian Army Signal Corps in 1950, the ETCRRM machine uses the Vernam stream cipher method. It was used by the US and Russian governments to exchange information. Plain text message is eXclusively OR'ed with a key tape containing a random stream of data of the same length to generate the ciphertext. Once a message was enciphered the key tape was destroyed. At the receiving end, the process was reversed using an identical key tape to decode the message.
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Cryptanalysis
Defining Cryptanalysis Cryptanalysis Methods Meet-in-the-Middle Attack Choosing a Cryptanalysis Method
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Defining Cryptanalysis
Cryptanalysis is from the Greek words krypts (hidden), and analein (to loosen or to untie). It is the practice and the study of determining the meaning of encrypted information (cracking the code), without access to the shared secret key.
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Cryptanalysis Methods
Brute Force Attack
Known Ciphertext
With a Brute Force attack, the attacker has some portion of ciphertext. The attacker attempts to unencrypt the ciphertext with all possible keys.
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Meet-in-the-Middle Attack
Known Ciphertext
Use every possible decryption key until a result is found matching the corresponding plaintext.
Known Plaintext
Use every possible encryption key until a result is found matching the corresponding ciphertext.
MATCH of Ciphertext!
Key found
With a Meet-in-the-Middle attack, the attacker has some portion of text in both plaintext and ciphertext. The attacker attempts to unencrypt the ciphertext with all possible keys while at the same time encrypt the plaintext with another set of possible keys until one match is found.
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The graph outlines the frequency of letters in the English language. For example, the letters E, T and A are the most popular.
There are 6 occurrences of the cipher letter D and 4 occurrences of the cipher letter W.
2 IODQN HDVW DWWDFN DW GDZQ
Cipherered text
Replace the cipher letter D first with popular clear text letters including E, T, and finally A. Trying A would reveal the shift pattern of 3.
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Cryptology
Defining Cryptology Cryptanalysis Cryptographic Hashes, Protocols, and Algorithms
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Defining Cryptology
Cryptology
+
Cryptography
Cryptanalysis
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Cryptanalysis
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Integrity
Authentication
Confidentiality
DES 3DES AES SEAL RC (RC2, RC4, RC5, and RC6)
MD5 SHA
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Cryptographic Hashes
The Basics General Properties Hashing in Action
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The Basics
Hashes are used for integrity assurance. Hashes are based on one-way functions. The hash function hashes arbitrary data into a fixedlength digest known as the hash value, message digest, digest, or fingerprint.
e883aa0b24c09f
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General Properties
X
Why is x not in Parens?
h = H (x)
Hash Function
(H)
Why is H in Parens?
Hash Value
e883aa0b24c09f
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Hashing in Action
Vulnerable to man-in-the-middle attacks
- Hashing does not provide security to transmission.
Internet
Pay to Terry Smith $100.00 One Hundred and xx/100 Dollars Pay to Alex Jones $1000.00 One Thousand and xx/100 Dollars
4ehIDx67NMop9
12ehqPx67NMoX
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MD5
MD5 is a ubiquitous hashing algorithm Hashing properties
- One-way functioneasy to compute hash and infeasible to compute data given a hash - Complex sequence of simple binary operations (XORs, rotations, etc.) which finally produces a 128-bit hash.
MD5
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SHA
SHA is similar in design to the MD4 and MD5 family of hash functions
- Takes an input message of no more than 264 bits - Produces a 160-bit message digest
The algorithm is slightly slower than MD5. SHA-1 is a revision that corrected an unpublished flaw in the original SHA. SHA-224, SHA-256, SHA-384, and SHA512 are newer and more secure versions of SHA and are collectively known as SHA-2.
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SHA
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Example
In this example the clear text entered is displaying hashed results using MD5, SHA-1, and SHA256. Notice the difference in key lengths between the various algorithm. The longer the key, the more secure the hash function.
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Features of HMAC
Uses an additional secret key as input to the hash function The secret key is known to the sender and receiver
- Adds authentication to integrity assurance - Defeats man-in-the-middle attacks
Fixed Length Authenticated Hash Value
Secret Key
e883aa0b24c09f
The same procedure is used for generation and verification of secure fingerprints
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Example
Data
Pay to Terry Smith One Hundred and xx/100 $100.00 Dollars
Received Data
Secret Key
Pay to Terry Smith One Hundred and xx/100 $100.00 Dollars
Secret Key
4ehIDx67NMop9
4ehIDx67NMop9
$100.00 Dollars
If the generated HMAC matches the sent HMAC, then integrity and authenticity have been verified. If they dont match, discard the message.
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4ehIDx67NMop9
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Using Hashing
Data Integrity Data Authenticity
Entity Authentication
Routers use hashing with secret keys Ipsec gateways and clients use hashing algorithms
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Key Management
Components Keyspace Types of Keys Key Properties
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Components
Key Generation
Key Verification
Key Management
Key Storage
Key Exchange
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Keyspace
DES Key
56-bit
Keyspace
11111111 11111111 11111111 11111111 11111111 11111111 11111111
# of Possible Keys
72,000,000,000,000,000
Twice as much time
256
57-bit
57
144,000,000,000,000,000
58-bit
258
288,000,000,000,000,000
With 60-bit DES an attacker would require sixteen more time than 56-bit DES
59-bit
259
576,000,000,000,000,000
60-bit
260
1,152,000,000,000,000,000
For each bit added to the DES key, the attacker would require twice the amount of time to search the keyspace. Longer keys are more secure but are also more resource intensive and can affect throughput.
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Types of Keys
Symmetric Key Protection up to 3 years Protection up to 10 years Protection up to 20 years Protection up to 30 years Protection against quantum computers Asymmetric Key Digital Signature Hash
80
1248
160
160
96
112 128 256
1776
2432 3248 15424
192
224 256 512
192
224 256 512
Calculations are based on the fact that computing power will continue to grow at its present rate and the ability to perform brute-force attacks will grow at the same rate. Note the comparatively short symmetric key lengths illustrating that symmetric algorithms are the strongest type of algorithm.
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Key Properties
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Confidentiality
Encryption Data Encryption Standard 3DES Advanced Encryption Standard (AES)
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Encryption
Confidentiality and the OSI Model Symmetric and Asymmetric Encryption Symmetric Algorithms Symmetric Encryption Techniques
Selecting an Algorithm
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Symmetric Encryption
Pre-shared key
Key
Key
Encrypt
$1000
$!@#IQ
Decrypt
$1000
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Asymmetric Encryption
Two separate keys which are not shared Decryption Key
Encryption Key
Encrypt
$1000
%3f7&4
Decrypt
$1000
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Symmetric Algorithms
Symmetric Encryption Algorithm
DES
Description
Designed at IBM during the 1970s and was the NIST standard until 1997. Although considered outdated, DES remains widely in use. Designed to be implemented only in hardware, and is therefore extremely slow in software. Based on using DES three times which means that the input data is encrypted three times and therefore considered much stronger than DES. However, it is rather slow compared to some new block ciphers such as AES.
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3DES
Fast in both software and hardware, is relatively easy to implement, and requires little memory. As a new encryption standard, it is currently being deployed on a large scale.
SEAL is an alternative algorithm to DES, 3DES, and AES. It uses a 160-bit encryption key and has a lower impact to the CPU when compared to other software-based algorithms. A set of symmetric-key encryption algorithms invented by Ron Rivest. RC1 was never published and RC3 was broken before ever being used. RC4 is the world's most widely used stream cipher. RC6, a 128-bit block cipher based heavily on RC5, was an AES finalist developed in 1997.
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160
The RC series
RC2 (40 and 64) RC4 (1 to 256) RC5 (0 to 2040) RC6 (128, 192, and 256)
01010010110010101
64 bits
64bits
64bits
0101010010101010100001001001001 0101010010101010100001001001001
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Selecting an Algorithm
DES
The algorithm is trusted by the cryptographic community Been replaced by 3DES No
3DES
Yes
AES
Verdict is still out Yes
Yes
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DES Scorecard
Description Timeline Type of Algorithm Key size (in bits) Speed Time to crack
(Assuming a computer could try 255 keys per second)
Resource Consumption
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Medium
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CBC
Message of Five 64-Bit Blocks
DES
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DES
DES
DES
DES
DES
DES
DES
DES
DES
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Considerations
Change keys frequently to help prevent brute-force attacks. Use a secure channel to communicate the DES key from the sender to the receiver. Consider using DES in CBC mode. With CBC, the encryption of each 64-bit block depends on previous blocks. Test a key to see if it is a weak key before using it.
DES
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3DES
3DES Scorecard Encryption Steps
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3DES Scorecard
Description Timeline Type of Algorithm Key size (in bits) Speed Time to crack
(Assuming a computer could try 255 keys per second)
Triple Data Encryption Standard Standardized 1977 Symmetric 112 and 168 bits Low 4.6 Billion years with current technology Medium
Resource Consumption
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Encryption Steps
The clear text from Alice is encrypted using Key 1. That ciphertext is decrypted using a different key, Key 2. Finally that ciphertext is encrypted using another key, Key 3.
When the 3DES ciphered text is received, the process is reversed. That is, the ciphered text must first be decrypted using Key 3, encrypted using Key 2, and finally decrypted using Key 1.
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AES Scorecard
Description Timeline Type of Algorithm Key size (in bits) Speed Time to crack
(Assuming a computer could try 255 keys per second)
Advanced Encryption Standard Official Standard since 2001 Symmetric 128, 192, and 256 High 149 Trillion years Low
Resource Consumption
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Advantages of AES
The key is much stronger due to the key length AES runs faster than 3DES on comparable hardware
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SEAL Scorecard
Description Timeline Type of Algorithm Key size (in bits) Speed Software-Optimized Encryption Algorithm First published in 1994. Current version is 3.0 (1997) Symmetric 160 High Unknown but considered very safe Low
Time to crack
(Assuming a computer could try 255 keys per second)
Resource Consumption
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Stream cipher
1 - 256
Block cipher Block cipher 0 to 2040 bits (128 suggested) 128, 192, or 256
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DH Scorecard
Description Timeline Diffie-Hellman Algorithm 1976
Type of Algorithm Asymmetric Key size (in bits) Speed Time to crack
(Assuming a computer could try 255 keys per second)
512, 1024, 2048 Slow Unknown but considered very safe Medium
Resource Consumption
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Using Diffie-Hellman
Alice
Shared
1
Bob
Calc
1 3
Secret
Shared
Secret
Calc
5, 23
2
5, 23
56mod 23 =
8 8
1. Alice and Bob agree to use the same two numbers. For example, the base number g=
8 (Y) to Bob.
Using Diffie-Hellman
Alice
Shared Secret Calc Shared
Bob
Secret
Calc
5, 23
5, 23 6
5
8 8 19 19 mod 23 = 2
56mod 23 =
6
15
515mod 23 = 19
6
815mod 23 =
15, performed the DH algorithm: modulo p = (515 modulo 23) = 19 (Y) and sent the new number 19 (Y) to
The result (2) is the same for both Alice and Bob. This number can now be used as a shared secret key by the encryption algorithm.
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PKI Standards
Certificate Authorities (CA) Digital Certificates and CAs
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Overview
Encrypted text
Key length ranges from 5124096 bits Key lengths greater than or equal to 1024 bits can be trusted Key lengths that are shorter than 1024 bits are considered unreliable for most algorithms
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Computer A
Encryption Algorithm
4
Encrypted Text
Computer B
Encryption Algorithm
Encrypted Text
Computer A uses Computer Bs public key to encrypt a message using an agreed-upon algorithm
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Computer B uses its private key to decrypt and reveal the message
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Bob uses the public key to successfully decrypt the message and authenticate that the message did, indeed, come from Alice.
Encrypted Text
Encryption Algorithm
4
Encrypted Text
Computer A
Encrypted Text
Alices Public Key
Computer B
Encryption Algorithm
Bob needs to verify that the message actually came from Alice. He requests and acquires Alices public key
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Description
Invented in 1976 by Whitfield Diffie and Martin Hellman. Two parties to agree on a key that they can use to encrypt messages The assumption is that it is easy to raise a number to a certain power, but difficult to compute which power was used given the number and the outcome. Created by NIST and specifies DSA as the algorithm for digital signatures. A public key algorithm based on the ElGamal signature scheme. Signature creation speed is similar with RSA, but is slower for verification. Developed by Ron Rivest, Adi Shamir, and Leonard Adleman at MIT in 1977 Based on the current difficulty of factoring very large numbers Suitable for signing as well as encryption Widely used in electronic commerce protocols Based on the Diffie-Hellman key agreement. Described by Taher Elgamal in 1984and is used in GNU Privacy Guard software, PGP, and other cryptosystems. The encrypted message becomes about twice the size of the original message and for this reason it is only used for small messages such as secret keys Invented by Neil Koblitz in 1987 and by Victor Miller in 1986. Can be used to adapt many cryptographic algorithms Keys can be much smaller
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512 - 1024
512 to 2048
EIGamal
512 - 1024
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Digital Signatures
Security Services Properties The Digital Signature Process Code Signing with Digital Signatures
DSA Scorecard
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Authenticity
Integrity Nonrepudiation
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Properties
The signature is authentic and not forgeable: The signature is proof that the signer, and no one else, signed the document. The signature is not reusable: The signature is a part of the document and cannot be moved to a different document. The signature is unalterable: After a document is signed, it cannot be altered. The signature cannot be repudiated: For legal purposes, the signature and the document are considered to be physical things. The signer cannot claim later that they did not sign it.
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Data
Confirm Order
The receiving device accepts the document with digital signature and obtains the public key
hash
Signed Data
Confirm Order ____________ 0a77b3440
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Signature Algorithm
3 The sending device encrypts only the hash 0a77b3440 with the private key of the signer The signature algorithm generates a digital signature and obtains the public key
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Verification Key
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The publisher of the software attaches a digital signature to the executable, signed with the signature key of the publisher. The user of the software needs to obtain the public key of the publisher or the CA certificate of the publisher if PKI is used.
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DSA Scorecard
Description Timeline Digital Signature Algorithm (DSA) 1994
Type of Algorithm Provides digital signatures Advantages: Disadvantages: Signature generation is fast Signature verification is slow
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RSA Scorecard
Description Timeline
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Properties of RSA
One hundred times slower than DES in hardware One thousand times slower than DES in software Used to protect small amounts of data Ensures confidentiality of data thru encryption Generates digital signatures for authentication and nonrepudiation of data
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Overview
Alice applies for a drivers license. She receives her drivers license after her identity is proven.
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Terminology
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http://www.verisign.com
http://www.entrust.com
http://www.verizonbusiness.com/
http://www.novell.com
http://www.rsa.com/ http://www.microsoft.com
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Usage Keys
When an encryption certificate is used much more frequently than a signing certificate, the public and private key pair is more exposed due to its frequent usage. In this case, it might be a good idea to shorten the lifetime of the key pair and change it more often, while having a separate signing private and public key pair with a longer lifetime. When different levels of encryption and digital signing are required because of legal, export, or performance issues, usage keys allow an administrator to assign different key lengths to the two pairs. When key recovery is desired, such as when a copy of a users private key is kept in a central repository for various backup reasons, usage keys allow the user to back up only the private key of the encrypting pair. The signing private key remains with the user, enabling true nonrepudiation.
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PKI Standards
The Current State X.509v3 RSA PKCS Standards Public Key Technology
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X.509
Many vendors have proposed and implemented proprietary solutions Progression towards publishing a common set of standards for PKI protocols and data formats
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X.509v3
X.509v3 is a standard that describes the certificate structure. X.509v3 is used with:
- Secure web servers: SSL and TLS
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X.509v3 Applications
SSL Internet Mail Server S/MIME External Web Server
Internet
Enterprise Network
IPsec
VPN Concentrator
Certificates can be used for various purposes. One CA server can be used for all types of authentication as long as they support the same PKI procedures.
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PKCS PKCS PKCS PKCS PKCS PKCS PKCS PKCS PKCS PKCS
#1: RSA Cryptography Standard #3: DH Key Agreement Standard #5: Password-Based Cryptography Standard #6: Extended-Certificate Syntax Standard #7: Cryptographic Message Syntax Standard #8: Private-Key Information Syntax Standard #10: Certification Request Syntax Standard #12: Personal Information Exchange Syntax Standard #13: Elliptic Curve Cryptography Standard #15: Cryptographic Token Information Format Standard
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CA
Certificate
Signed Certificate
PKCS#7
A PKI communication protocol used for VPN PKI enrollment Uses the PKCS #7 and PKCS #10 standards
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Certificate Authorities
Single-Root PKI Topology Hierarchical CA Topology Cross-Certified CA Registration Authorities
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Hierarchical CA Topology
Root CA
Subordinate CA
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Cross-Certified CAs
CA2
CA1
CA3
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Registration Authorities
After the Registration Authority adds specific information to the certificate request and the request is approved under the organizations policy, it is forwarded on to the Certification Authority
CA
RA
3 1 Certificate Issued
The CA will sign the certificate request and send it back to the host
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POTS
3
POTS
CA
1 1
CA Certificate
CA Certificate
Enterprise Network
2 2
Alice and Bob request the CA certificate that contains the CA public key
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The CA administrator telephones to confirm their submittal and the public key and issues the certificate by adding some additional data to the request, and digitally signing it all
Out-of-Band Authentication of the CA Certificate POTS
CA Admin
Certificate Request
Certificate Request 3
Enterprise Network
Both systems forward a certificate request which includes their public key. All of this information is encrypted using the public key of the CA
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Authenticating
Bob and Alice exchange certificates. The CA is no longer involved
2 2
Certificate (Alice)
Certificate (Bob)
Each party verifies the digital signature on the certificate by hashing the plaintext portion of the certificate, decrypting the digital signature using the CA public key, and comparing the results.
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107
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