re = /(?=[A-Z]\s*\.)/m
str = 'A. lorem ipsum dolor sit B . 41dipiscing elit sedC. lorem ipsum dolor sit amet D. 35 Consectetur adipiscing E .Sed do eiusmod tempor'
subst = '\\n'
result = str.gsub(re, subst)
# Print the result of the substitution
puts result
Please keep in mind that these code samples are automatically generated and are not guaranteed to work. If you find any syntax errors, feel free to submit a bug report. For a full regex reference for Ruby, please visit: http://ruby-doc.org/core-2.2.0/Regexp.html