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CkPython Requires Chilkat v11.0.0+

Duplicate openssl dgst -md5 -sign myKey.pem something.txt | openssl enc -base64 -A

See more RSA Examples

Demonstrates how to duplicate the creation of an RSA signature produced by this OpenSSL command:
openssl dgst -md5 -sign myKey.pem something.txt | openssl enc -base64 -A

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CkPython
import sys
import chilkat

success = False

#  This example assumes the Chilkat API to have been previously unlocked.
#  See Global Unlock Sample for sample code.

pkey = chilkat.CkPrivateKey()

#  Load the private key from an RSA PEM file:
success = pkey.LoadPemFile("myKey.pem")

rsa = chilkat.CkRsa()

#  Import the private key into the RSA component:
success = rsa.UsePrivateKey(pkey)
if (success == False):
    print(rsa.lastErrorText())
    sys.exit()

#  OpenSSL uses BigEndian byte ordering:
rsa.put_LittleEndian(False)

#  The resulting signature will be a Base64 string:
rsa.put_EncodingMode("base64")

#  For simplicity, we're not loading
#  the data to be signed from a file.  We are instead simply
#  using a literal string value.  
strData = "This is the text to be signed."

#  Hash the input using MD5, and then sign the hash:
#  Other valid hash algorithm choices are "md2" and "sha-1".
base64Sig = rsa.signStringENC(strData,"md5")

print(base64Sig)

print("Success!")