I have a dataframe that looks like this: df = pd.DataFrame({'col_1': ['1', '2', '3', '4'], 'col_2': ['a:b,c:d', ':v', 'w:,x:y', 'a:g,h:b,j:'] }) The datatype of col_2 is a string, so we must do string manipulation/regex. I also have another dataframe that has a mapping between key-value pair from col_2. It looks like this: df1 = pd.DataFrame({'col_1': ['a', 'c', '', 'w', 'x', 'a', 'h', 'j','t'], 'col_2': ['b', 'd', 'v', '','y', 'g', 'b', '', 'g'], 'col_3': ['aw', 'rt', 'er', 'aa', 'ey', 'wk', 'oo', 'ri', 'ty'], 'col_4': ['rt', 'yu', 'gq', 'tr', 'ui', 'pi', 'pw', 'pp', 'uu'] }) basically a:b translated to aw:rt, which means you can't reach aw and rt without both a and b, I want to get all the values from col_4 corresponding to the key-value pairs in col_2, so i want my output to be pd.DataFrame({'col_1': ['1', '2', '3', '4'], 'col_2': ['a:b,c:d', ':v', 'w:,x:y', 'a:g,h:b,j:'], 'col_3': ['rt,yu', 'gq', 'tr,ui','pi,pw,pp' ] }) I am able to extract key, value pair as different columns using df[['c1', 'c2']] = df['col_2'].str.extract(r'^([^:,]*)[^:,]*)') so I can extract all the key-value pairs as columns and then do merge, but it looks like a lengthy route, Any other optimised way? Continue reading...