Question

Professor Freeman thinks he discovered a new disaccharide he named Twincitieside! (he hasn't but let's humor him). Twincitieside is composed of two monosaccharides: Minneapolose and StPaulose drawn below. coo OH - O HO HO HOHC OH CH2OH OH OH OPO,2. - Minneapolose (Mnn) 0-17-StPaulose (StP) 1 2 1 2 a. Fill in each box labelled 1 with the anomeric carbon configuration of the sugar drawn above (0.5 points each) Fill in each box labelled 2 with the Lor D configuration of the sugar drawn above (0.5 points each) For the following, you must use proper convention, have the oxygen of each sugar ring at the top of each structure, and number all the carbons on each sugar. Draw the Haworth projection of Twincitieside, if the shorthand notation for the disaccharide is: D-Mnn(B1+2B)-D-StP (6 points)

Answer 1

R group at C5COO -OH is up hence it is B- is up hence it is D- ОН -OH is up hence it is Anomeric carbon 5K H HO HO+H H+OP032 Anomeric carbon HOH I IT 2 10 H- OH H H OH н —ОН H- OH Left Ho & Right I III HOH2 Сн,ОН OH ОРО, 2- н B --Minneapolose (Mnn) B-C -StPaulose (Stp) 1 2 1 2 Left side in Fischer projection is up side in Haworth projection!!

D-Mnn(B1-->2B)-D-Stp °ÇOOH н5 —о 4Hн нв 600 он \1 ОН в о з 2 н 5 Кн НО 2 3 1ОН ОРО,?н