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Clinical pharmacy PharmD program                     Third level                          Phytochemistry-1 (PG-504)



                Compound or            No. of       Number of         Number of
                     group             asym.          isomers         Enantiomer
                                      Carbon                              pair

                                        atom

                                                        1
                                                                         1
                                          1            2  = 2          2  /2 = 1
                Glyceraldehyde
                                                                        2
                                                        2
                      Aldotetrose         2            2  = 4          2 /2 = 2
                                                                         3
                                                        3
                  Aldopentose             3            2  = 8          2  /2 = 4
                                                                         4
                                                        4
                  Aldohexose              4           2  = 16          2  /2 = 8
                                                 n
              Where: Number of isomers = 2 ,     n = Number of asymmetric carbon atoms
                                                         2
                     Number of enantiomer pairs = n  / 2 (D and L).




              ➢  If the hydroxyl group of the chiral carbon farthest from the carbonyl group:
                 is pointing to the right, the sugar is designated as D (Dextro: Latin for on the


                 right side).  If the hydroxyl group is pointing to the left, the sugar is designated
                 as L (Levo: Latin for on the left side).


                                            1  CHO
                                             2                      1  CHO
                                           H      OH
                                             3                     H  2    OH
                                         HO       H
                                             4                    HO  3    H
                                           H      OH
              highest numbered                5                   HO  4    H           highest numbered
              "chiral" carbon              H      OH                                   "chiral" carbon
                                            6  CH OH                 5  CH OH
                                                                          2
                                                  2
                                          D-Glucose               L-Arabinose

                                              CHO
                                         HO       H                    CHO
                                           H      OH             HO       H
                                         HO       H                H      OH
              highest numbered                                                         highest numbered
              "chiral" carbon            HO       H                H      OH           "chiral" carbon
                                              CH OH                    CH OH
                                                                          2
                                                  2
                                           L- glucose            D-Arabinose









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