- Sugar Pucker
- Ribose rings undergoes sugar pucker and become slightly nonplanar.
- Most structures show that 4 of the five ring atoms are coplanar, 5th atom is out of the plane in a half-chair conformation.
- Endo- conformation → if out of plane atom is the same side of the ring as the C5'
- Exo- conformation → if out of plane atom is on the opposite side of the ring as the C5'
- Most nucleoside and nucleotide structures (not in double helices) out of plane atom is either C2' or C3'.
- C2'-endo most common; C3'-endo and C3'-exo are also common.
Figure 4.8a: The Sugar ring pucker-A planar ribose ring, viewed down the C3'—C4' bond, are all eclipsed.
Figure 4.8b: The Sugar ring pucker-The steric strain resulting in planar sugar ring (in Figure 4.8a) is partially relieved by ring puckering in a half-chair conformation in which C3' is the out-of-plane atom (same as C5' so C3'-endo).
- Endo conformation →if out of plane atom is the same side of the ring as the C5'
- Exo- conformation → if out of plane atom is on the opposite side of the ring as the C5'
- Most nucleoside and nucleotide structures (not in double helices) out of plane atom is either C2' or C3'.
- C2'-endo most common; C3'-endo and C3'-exo are also common.
- This ribose pucker determines the relative orientation of the phosphates to the sugar.
- To have a regularly repeating model-need C2'-endo (B-DNA) or C3'-endo (A-DNA, RNA-11)
- Z-DNA purines are all C3'-endo, pyrimidines C2'-endo (dinucleotide repeating unit).
- B-DNA has some flexibility (can be observed as C4'-exo, O4'-endo, C1'-exo and C3'-exo).