python: padding punctuation with white spaces (keeping punctuation)

If you use python3, use the maketrans() function.

import string   
text = text.translate(str.maketrans({key: " {0} ".format(key) for key in string.punctuation}))

You can use a regular expression to match the punctuation characters you are interested and surround them by spaces, then use a second step to collapse multiple spaces anywhere in the document:

s = 'bla. bla? bla.bla! bla...'
import re
s = re.sub('([.,!?()])', r' \1 ', s)
s = re.sub('\s{2,}', ' ', s)
print(s)

Result:

bla . bla ? bla . bla ! bla . . .

This will add exactly one space if one is not present, and will not ruin existing spaces or other white-space characters:

s = re.sub('(?<! )(?=[.,!?()])|(?<=[.,!?()])(?! )', r' ', s)

This works by finding a zero-width position between a punctuation and a non-space, and adding a space there.
Note that is does add a space on the beginning or end of the string, but it can be easily done by changing the look-arounds to (?<=[^ ]) and (?=[^ ]).

See in in action: http://ideone.com/BRx7w