Page 76 - Color Atlas of Biochemistry
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Peptides and Proteins         67


                 A. Peptide bonds                               B. Resonance


                                                                                    H                 H
                                                                        C     N
                                                                                                C   N
                                                                   O
                                                                                              O
                                                                                              Resonance
                                                                                              structures
                                                                                                       H
                                                                                    H
                                                                        C     N
                                                                                                C   N
                                                                   O
                                                                                              O
                        ϕ    ψ

                                                                                                      H
                                                                                    H
                                                                        C     N                 C   N
                                                                   O
                  Seryl alanine                                                               O
                  (Ser-Ala,    H N-Ser-Ala-COO   , SA)                                        Mesomeric
                              3
                                                                                              structure
                 C. Peptide nomenclature
                                Residue 1 Residue 2 Residue 3 Residue 4          Residue

                                     R 1   H     O      R 3   H      O            R n
                Amino                         H                  H                            Carboxy-
                terminus            C      N     C      C     N      C            C            terminus
                (N terminus)   H N      C     C      N     C      C           N      COO      (C terminus)
                                3
                                    H                   H                         H
                                        O     R 2   H      O      R 4         H
                 D. Conformation space of the peptide chain

                                                                                 ϕ =      0°
                                       3                                         ψ = 180°
                           R                        ϕ (Phi): Rotation about               ϕ
                                                    j  (Phi): N – C α                        2   R
                         ϕ                          ψ (Psi): Rotation about
                            2  ψ                    y (Psi): C α  – C                        ψ
                                                                                                       3
                             ϕ = -139°  180                                      1
                 1           ψ =  -135°                             B-23
                                           β a          C
                2.                     120   β p                                          d  = 115 pm   4.


                                        60
                                                                    α l
                      Allowed                                                             Forbidden
                                     ψ      0

                                                        α r                           ϕ = 180°   3
                                       -60                                            ψ =     0°
                     ϕ = -57°
                     ψ = -47°  R
                                       -120                                      d  =
                         ϕ                      A-9           B-20               155 pm
                             2   ψ                                 B-8                            R ψ
                                                                                                  2
                                                                                                ϕ
                                        -180  -120   -60    0     60    120   180
                                         1.                 ϕ
                 1
                                     3
                                                                                      1
                3.                α r  Pleated sheet (antiparallel)  β a  α Helix (right-handed)        5.
                                  α l  Pleated sheet (parallel)  β p  α Helix (left-handed)  C  Collagen helix



           Koolman, Color Atlas of Biochemistry, 2nd edition © 2005 Thieme
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